I Did The Florence Duomo Climb: Here’s My Take!

***Please note that this I Did The Florence Duomo Climb: Here’s My Take!Guide will be updated and recirculated periodically to reflect the most up-to-date dining scene. This travel guide was most recently updated as of July 2026.***

If you’ve ever been to Florence, Italy, then you know how magnificent its iconic Duomo is! But, did you know that you can climb the Duomo in Florence?! In this blog post, I will outline how to have the utmost experience of the Florence Duomo climb, so that you can experience the most unreal views of Florence (and Tuscany!) and experience the Duomo in such a unique way!

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own. Thank you for supporting The Pink Chickadee.*

For more travel abroad inspiration, check out my exploring 50 Countries Expedition page and ultimate Europe packing list.

I Did The Florence Duomo Climb: Here’s My Take!

If you’re traveling to Italy anytime soon, then look no further than my Papal Audience guide, Rome 7-day itinerary, and things to do in Rome guide.

Table of Contents

About The Florence Duomo Clumb

Getting There

Tickets to The Florence Duomo Climb

Know Before You Go

My Experience

About The Florence Duomo Climb

The Florence Duomo climb is located at the Florence Duomo via climbing the cathedral’s dome. Truly, the dome is a masterpiece – a symbol of Renaissance culture, the city of Florence, and of all Western humanism. The dome was constructed between 1420-1436 and was planned by Filippo Brunelleschi, who was able to create it without reinforcements in wood as no one else could construct a cupola of its size (an external diameter of 55 meters and internal diameter of 45.5 meters). To this day, it remains the largest masonry vault in the world. 

The dome has an octagonal structure consisting of stone and brick masonry and actually consists of two domes: one internal and one external each of which is composed of eight “sails”. These two sails support the overall construction of the dome and host a 463-step stairway that visitors can climb up and down when visiting. 

History of Florence Duomo

Formerly known as Santa Maria del Fiore, the Florence Duomo is one of the world’s largest churches and was built during the heart of the Italian Renaissance, which the city of Florence played a big role in. Florence Duomo’s first stone was laid on September 8, 1296 and its construction was tasked to Arnolfo di Cambio but was smaller-than-constructed. In the mid-14th century, the Duomo’s expansion was developed by Francesco Talenti and its completion was consecrated by Pope Eugenio IV on March 25, 1436. 

Today, Florence Duomo remains one of the most magnificent Renaissance structures in the world! Its interiors are set out by immense pillars and Gothic arches alongside inlaid marble mosaic floor decorations by the grand ducal workshops of the 16th-17th centuries. Developed by Florentine artists of the Italian Renaissance, its interiors are also illuminated by 44 stained glass windows. There are several points of interest within Florence Duomo’s grounds and sights to see, alongside the Duomo climb, including:

  • Cathedral
  • Dome
  • Giotto’s Bell Tower
  • Opera Del Duomo Museum
  • Ancient Basicilia of Santa Reparata 
  • Duomo Terraces 

See more information on Florence Duomo here.

Getting There

To get to the Florence Duomo, there are a variety of options, including:

  • Walking – A straight-shot 10-15 minute walk from Santa Maria Novella (SMN) Station via Via dei Cerretani.
  • Bus – City bus lines C1, C2, C3, 6A, 6B, 11, 14, 23, and 23N stop right around the Duomo vicinity.
  • Tram – Line T2 connects Florence Airport (FLR) to the main station area, from which you finish the trip on foot.
  • Car/Taxi – It is worth noting that Florence Duomo is located in a historical center with limited car/taxi access. It is best advised to walk or order a taxi pickup/drop-off a couple of blocks within walking distance or at the Santa Maria Novella (SMN) Train Station via Via dei Cerretani.

Tickets to The Florence Duomo Climb

It is highly advised via the Florence Duomo’s website to only book tickets via their official website. It is also worth noting that online resale by non-authorized third parties is strictly banned, and it’s encouraged that all visitors book through the website’s official channels. 

Book your tickets to the Florence Duomo Climb here.

Know Before You Go

Before you embark on your Florence Duomo climb experience, here are a few things you should know before you go:

  • The walls are narrow throughout most of the 463 steps both up and down the Florence Duomo.
  • There are no elevators within the 463-step experience of climbing up and down the Florence Duomo. Be sure that you are able to handle the experience before going. 
  • Within the 463 steps, there are railings on some points of the journey and some points of the journey, there are not. Personally, when there wasn’t a railing, I held my hands onto the narrow walls, which helped me maintain my balance.
  • There are a few points throughout the climbing experience (both up and down) for folks to stop and take a breather. Two of these breaks give visitors an opportunity to admire the masterpiece that is the paintings on the dome’s interiors.
  • Upon entering the Florence Duomo climb experience, guests will have to go through a bag security checkpoint. Please refer to the FAQ page for more information on bags allowed and luggage storage options onsite.
  • The Florence Duomo climb is a timed experience – be sure to arrive 10-15 minutes at least 10-15 minutes before you timed the entry slot. Each timed entry experience is meticulously scheduled via its group, as groups will have X amount of time to climb up, enjoy the terrace, and then climb down. Above all else, just follow the crowds!
  • Slow and steady wins the race in terms of timing to climb up and down the Duomo, especially for those who don’t do as much uphill climbing. 
  • Wear comfortable, suitable shoes for uphill climbing on marble staircases. In fact, I have a guide on comfortable + stylish flats for travel if you need any inspiration! 

For any more questions and concerns you may have, look no further than the FAQ page.

My Experience

As someone who rarely walks uphill and in fact detests walking uphill, I found the Florence Duomo climb experience to be one of the utmost rewarding experiences of my life! I ended up getting in line early and went through security with my large Le Pilage Longchamp tote bag (in photos for sizing) and didn’t have any issues. Then, we climbed up to the terrace, admiring the dome’s masterpieces along the way.

The most rewarding part was … the incredible scenic views of Florence from above! My group and I had about 15-25 minutes at the top of the Florence Duomo to take photos and simply take it all in before the next group. Truly, it was SO rewarding and I’d do it again! In fact, I plan to climb more cathedrals, towers, etc. in the future thanks to my experience climbing the Florence Duomo!!

Wrap-Up

Thinking about climbing the Florence Duomo?!?! Hopefully, my own personal experience as an avid hater of uphill climbing and intense hiking will inspire you otherwise!

XOXO – Katie <3 

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One Week in Rome, Italy?! Here’s Your Perfect Itinerary!

***Please note that this One Week in Rome, Italy?! Here’s Your Perfect Itinerary! Travel Guide will be updated and recirculated periodically to reflect the most up-to-date information. This list was most recently updated as of July 2026.***

Planning one week in Rome, Italy?! Then this itinerary is for YOU! There is seriously SO much to do in the Eternal City – there are truly an eternal amount of options and it can get super overwhelming throughout the planning process. Feel free to steal my itinerary as you plan your Roman holiday today.

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own.*

For more travel abroad inspiration, check out my exploring 50 Countries Expedition page and ultimate Europe packing list.

One Week in Rome, Italy?! Here’s Your Perfect Itinerary!

If you’re traveling to Italy anytime soon, then look no further than my Papal Audience guide, Florence Duomo climb guide, and things to do in Rome guide.

Table of Contents 

Know Before You Go

Your One Week in Rome, Italy Itinerary

Know Before You Go

Before visiting the Eternal City, I highly recommend keeping the following in mind before you go:

  • The common currency in Rome is the Euro. Credit cards are widely accepted, but be sure to double-check that your card doesn’t have a transaction fee when paying in a different currency.
  • If you do opt to withdraw cash from an ATM, for your utmost safety and to avoid scams, only use ATMs at a bank.
  • I suggest reserving Ubers before departing for Rome, as the taxi line can be long at the airport upon landing. Uber Black is the primary option for rideshare within Rome, which I primarily used throughout my trip. Uber Black is pricey, which is why I booked a few days-pass on the on and off Big Bus Tour to take me throughout all of the city’s major sites.
  • Compare fares both on key sites of interest websites as well as third-party sites like GetYourGuide – sometimes it’s cheaper on the key sight’s website as opposed to GetYourGuide. The benefits of GetYourGuide is that all of your tickets will be in one key place.
  • For tips and tricks on packing for one week in Rome, I recommend checking out this resource on what to pack. 
  • Sites such as The Colosseum require that you have your passport upon entry. The Vatican does not, though. Be sure to double-check before visiting each museum and sight that you intend to see beforehand online.
  • And, most importantly, HAVE FUN!

Your One Week in Rome, Italy Itinerary

While I am simply sharing my *very own* itinerary for one week in Rome, Italy, there are several incredible sights to see throughout the Eternal City. It is going to be tough to see all that you want to see, which is why I recommend picking the top things you want to see when in Rome. GetYourGuide is an excellent place to get a feel for all that Rome, Italy has to offer as well as this guide on things to do. 

Day 1 – Travel Day:

  • Fly out of the United States en route to Rome, Italy’s FCO Airport 

Day 2 – Arrival Day:

  • Land at Rome’s FCO Airport 
  • Check-in to your hotel
  • Get acclimated with Rome via walking around nearby and perhaps go see the Trevi Fountain and grab some gelato
  • Take a nap
  • Grab dinner 

Day 3 – Sightseeing: 

Day 4 – Sightseeing: 

  • Visit the Basilica of Santa Maria Maggiore
  • Explore + vintage shopping and thrifting in the Monti neighborhood + grab an afternoon glass of wine 
  • Grab a sandwich for lunch at a sandwich shop nearby
  • Visit the Galleria Borghese and stroll the gardens with a spritz within the adjacent Villa Borghese
  • Catch scenic views of Rome’s skyline from the Villa Borghese and walk towards the Spanish Steps 
  • Go luxury shopping/browsing on Via Condotti and the surrounding streets near the Spanish Steps and then grab dinner

Day 5 – Rest + Sightseeing: 

  • Grab a seat on an on and off Big Bus Tour and take in the Eternal City without having to walk a ton
  • Enjoy a long lunch as the Romans do followed by some wine and gelato
  • Go on an illuminated city lights Big Bus Tour (which is included in some ticket fare packages!)
  • Get dinner + gelato before hitting the hay

Day 6 – Sightseeing:

  • Start your day with an espresso and head off to the Colonna Palace and gardens (open only on Saturday’s), which is truly a hidden gem
  • Get lost in the streets and shop nearby and savor a long lunch hour
  • Hitch a ride on the Big Bus Tour to the Roman Forum and Palatine Hill and immerse yourself within it all and the scenic, historic sites of the ancient Roman Empire 
  • Grab dinner, pack a bit for your upcoming travel day home, and hit the hay

Day 7 – Morning Sightseeing + Travel Day:

  • Get breakfast and head on over to your final museum visit – I opted to visit Castel Sant’Angelo where on Sunday mornings you can watch the procession of services at The Vatican + take in breathtaking skyline views
  • Grab your luggage and check out of your hotel
  • Head to Rome FCO Airport 3 hours before take off and board your late afternoon flight back home

Wrap-Up:

Safe travels!!

XOXO – Katie <3 

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Look Alike Lilly Pulitzer Dresses Curated By A Lilly Lover

***Please note that this Look Alike Lilly Pulitzer Dresses Curated By A Lilly Lover shopping guide will be updated and recirculated periodically to reflect the most up-to-date information. This shopping guide was most recently updated as of July 2026.***

If you’re like me and a fellow Lilly Pulitzer lover who wants to get the look for less, then this curated shopping guide of dresses similar to Lilly Pulitzer is for YOU!

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

Look Alike Lilly Pulitzer Dresses Curated By A Lilly Lover

Looking for ways to save on your favorite preppy brands?!?! Be sure to check out my Poshmark which is updated weekly with the latest & greatest secondhand preppy deals!

 

Table of Contents

Where To Buy Look Alike Lilly Pulitzer Dresses

My Current Picks!

Where To Buy Look Alike Lilly Pulitzer Dresses

There are several places to buy look alike Lilly Pulitzer dresses, including:

For *even* more preppy style inspiration, then check out my preppy clothing brands list, preppy clothes style guide, and styling preppy outfits guide.

My Current Picks!

For an ongoing list of Lilly Pulitzer dupes on Amazon including look alike dresses, feel free to check out my Amazon Storefront and more specifically my Lilly Pulitzer lookalikes collection for more style inspiration! For all-things pink and preppy, check out my pink preppy stuff on Amazon shopping guide for more inspiration. For more preppy and grand millennial deals and steals for less, check out my Amazon Storefront to save big on lookalikes for your favorite brands, including Tuckernuck, Bogg, Mackenzie Childs, and Queen of Sparkles.

Wrap-Up

Happy Shopping, my fellow Lilly Pulitzer lovers!!!

XOXO – Katie <3

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My Europe Packing List As Someone Who Goes Multiple Times Each Year

***Please note that this My Europe Packing List As Someone Who Goes Multiple Times Each Year blog post will be updated and recirculated periodically. This post has most recently been updated as of July 2026.***

You’ve booked the flight, hotel, and *maybe* reserved a few tickets to see some sights while on your European adventure. Now, it is time to pack for your trip! I have been fortunate enough over the years to travel to Europe on multiple occasions and travel across the pond a few times each year. This Europe packing list has been nothing but a learning experience filled with trial and error throughout my trips abroad and can hopefully make your trip more enjoyable. A Europe packing list will help you have an incredible vacation so you can worry less and truly focus on your vacation!

*Disclaimer: Please note that this page contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own. Thank you for supporting The Pink Chickadee.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page & My Preppy Outfits Archive page.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

  

My Europe Packing List As Someone Who Goes Multiple Times Each Year

Table of Contents

How I Plan What I Wear

My Europe Packing List

How I Plan What I Wear

Although I won’t get into too much detail on clothing, as I am extremely extra when it comes to outfit planning and packing clothing for any and all of my European adventures, I will share a few snippets of how I pack:

  • I map out all of my outfits alongside my itinerary on the Notes app/Google Doc on my iPhone. Based on what I am doing each day, I will pack a unique outfit accordingly and list it within my itinerary.
  • Usually, I leave wiggle room for 1-2 extra outfits per trip, as I tend to do a spontaneous dinner outing on each trip (and whoops – forget to pack an outfit).’
  • I rarely follow my outfits structure and leave room for flexibility, but having an exact amount of outfits per occasion to pack helps. It also helps me to have 1-2 precise outfits packed for 1-2 specific outings on each Europe trip. However, no trip goes 100% to plan whether domestically or abroad and neither does what I plan to wear.
  • While packing, I always look at the weather in each destination I am going to, as well as the typical weather for that destination during that time of the year, and plan out my outfits accordingly. 

If you’re a preppy fashion enthusiast like myself, then be sure to take a look at my preppy clothing and preppy outfits style guides.

My Europe Packing List (Besides Clothing)

It is worth noting that this Europe Packing List will include essentials I find a must for when flying on a Transatlantic flight, as well as items that are extremely helpful to have throughout your visit, whether it be sightseeing, day trips, and nights in a hotel/AirBnB.

EU/UK Adaptable Outlets – One of the biggest things to keep in mind when traveling to Europe is that they don’t have the same plugs that we have in the United States. Hence, you will need an adaptable outlet when traveling to countries within the European Union as well as the United Kingdom. It is worth noting that the United Kingdom’s plugs differ from that of the European Union and, hence, you will need a unique adaptable outlet for the European Union as well as for the United Kingdom.  

Air Tags – After losing my luggage on the way home from the French Riviera, I found that having Air Tags to track my luggage is a non-negotiable for peace of mind. Upon losing your luggage, most airlines will allow you to add in your luggage’s Air Tags tracking information, which will help bring your bag back to its rightful owner. Definitely one of the best investments I’ve made!

Luggage Locks – Especially when traveling to big tourist cities such as Paris and Rome but pretty much anywhere these days, having a lock on your luggage will help keep your belongings safe and give you peace of mind throughout your adventure. These locks come in a pack of 2+ and are essential to any Europe packing list.

Travel-Sized Toiletries + Makeup – While I travel abroad often, one of the biggest things that can take up LOTS of weight within my luggage (just like us all) is toiletries. Yeah, you’ll want to leave that HUGE bottle of shampoo and body wash at home a consolidate. If you opt to not use toiletries within your hotel or buy upon arrival, Amazon typically has an excellent selection of travel-sized toiletries as well as Target, Walmart, and Dollar Tree within their stores.

First Aid Essentials – I highly recommend having a few first aid essentials that you may need on-hand when traveling. Whether it be a pack of tissues, band-aids for blisters, feminine products, wet wipes, or medications (more on that to come!). You’ll be really glad you snagged a few things to put in your luggage especially for those moments that you may need something and really regret it. Better safe than sorry!

Hanging Toiletry Bag – It is always best to have a designated bag for your toiletries, especially a hanging Toiletry Bag. I personally love this option that’s waterproof and has been my go-to throughout my European travels over the last few years. I also suggest having a makeup bag on-hand, too!

Electrolytes – Travel is EXHAUSTING, especially when embarking on an 8+ hour Transatlantic flight each way as well as days filled with tons of sightseeing and walking more than usual. Electrolyte drink packets such as LiquidIV are extremely necessary for your adventure – both in the air and on land. I use these reusable snack packs to pack my electrolyte drink packets!

Packing Squares – Over the years, I have discovered the beauty of packing squares! Not only to help me organize what I am bringing, but also to help me be able to maximize my already limited luggage space (especially as a chronic over-packer – whoops!!!!). These packing squares will help you stylishly pack for your European getaway (and beyond!). 

Luggage Tags – When I came home from Ireland, a woman approached me almost taking my luggage out of my hand as we had identical checked suitcases. Luckily, my luggage tag from the airline had my information on it (including my name), which helped resolve the matter pretty smoothly. However, this confusion would not have occurred if I had a distinct luggage tag with my information on it to help reduce that confusion for everyone. These monogrammed luggage tags are adorable and come in several initials and colors. There are also solid luggage tags options, too, including this one and this one. 

Soft Pajamas – There is nothing more luxurious than putting on an extra soft pair of pajamas in Europe – say NO MORE!!! I have adored trying so many pajama brands over the years – my favorites on a budget include Joyspun (which I review here), Laura Ashley via TJ Maxx, and this brand on Amazon. If you’re looking for a splurge, then my favorites include Printfresh (which I review and track their sales here), LAKE, and Lilly Pulitzer. I also map out more pajama brands to choose from in this guide.

Energy Drink Packs – If you’re an energy drink fan, then I definitely suggest adding some energy drink packs to your Europe packing list. For all of my Bloom energy drink fans, Bloom has a wonderful energy drink packet option – perfect for travel! I use these reusable snack packs to pack my energy drink packs.

Clear Pouches – Many European countries and Canada require you to separate your liquids upon going through airport security. I find having a reusable clear pouch which is more durable than a clear Ziploc bag as an excellent option for separating your liquids. I find these clear pouches to 10000% do the trick well! Clear pouches also work well to organize your cords and chargers, including this clear pouch set.

Fun Pouches – Travel is ALWAYS made more fun when you have a fun pouch in tow! Fun pouches are truly a MUST for every Europe packing list. Regularly, I update my list of my favorite fun pouches on Amazon – which are mostly next-day delivery ready, too. 

Compression Socks – Compression socks will become your best friend, especially on the long haul flights to Europe! Compression socks will help reduce swelling and are truly essential to any Europe packing list. These are my favorite compression socks that can be worn with sneakers or slip-on’s throughout any trip. 

Extra Cords – You never know when a cord will stop working, and it would be worse to be in another country when this occurs. While you can definitely buy extra cords in many European cities, it’s always better to be safer than sorry.

Chargeable Mobile Fan – Especially if you are traveling to Europe in the Summer time, you will want to have a chargeable mobile fan (or two!) to help you stay cool. This chargeable mobile fan that comes in many different colors has been a godsend to me on many European Summer adventures!

Two-Piece Lounge Set – There is truly nothing better than an adorable and affordable two-piece lounge set that’s comfortable, especially for long travel days. Personally, I’m all for comfort in a stylish way when traveling far and wide – which two-piece lounge sets provide us all with! I outline some adorable and affordable two-piece lounge sets in this shopping guide of mine. 

Insulated Tumblers/Water Bottles – One of the most important things to keep in mind when traveling is to stay hydrated! Having an insulated tumbler/water bottle on-hand will help you do just that. You can easily fill a water bottle up at the airport gate once you go through security and you can use them for other beverages, too. I love keeping a Stanley, Hydrapeak, or bright tumbler on-hand for every European adventure of mine. 

Comfortable Shoes – When in Rome (or anywhere in Europe for that matter!), you will likely be walking several steps each day. So, comfortable shoes are a must! In this guide, I outline some stylish + comfortable flats that are perfect for traveling in style and essential for any Europe packing list. 

Medicine – I always air on the side of caution, especially when I will be far away from home. Having extra medications (e.g. Tums, Midol, NyQuil/DayQuil, Advil) on-hand is a must when traveling abroad alongside any daily medications that I take when at home. While there are pharmacies around in Europe, it’s always best to have on hand what you and your body are familiar with. 

An Extra Duffel – As a chronic overpacker who LOVES getting all of the souvenirs while away from home, an extra duffel is definitely a necessity to add to my suitcase. Not only does it save an extra hassle of feeling that I have to buy another luggage for everything I purchased while in Europe, but it also gives me peace of mind that all of my purchases and luggage will make it across the Atlantic safely. Any extra duffel will do, but I love a good Vera Bradley duffel bag or these timeless canvas duffels from Lands’ End. 

Neck Pillow – Personally, I didn’t travel with a neck pillow until the last 6 months, and it made a HUGE difference on longer haul flights. Never will I not travel with a neck pillow on 2+ hour flights these days! This neck pillow will definitely do the trick, too. 

Eye Mask – To get some extra sleep (or even attempt to sleep!) on an overnight flight, an eye mask will for sure help you to do just that. There’s also something so luxurious about a satin/silk eye mask – perfectly fit for any travel day!

Durable Crossbody/Tote Bag – A durable bag (or two!) are essential when traveling to Europe. Personally, as someone who carries around a digital camera, I love having a Longchamp Le Pilage tote and have carried them on pretty much every Europe trip of mine over the years. I also find a durable crossbody bag to be a nice addition to my Europe packing list (and bag collection away from home!), such as the mini Longchamp crossbody or this leather customizable crossbody. 

Camera including SD Card Reader & Camera Charger – If you’re like me and you LOVE to take pictures of all of your European adventures, then a camera is a MUST for you! If you do opt to bring your camera, then an SD card reader which syncs with your phone and a camera charger are essential. That way, you can update loved ones back at home about your adventures on the daily!

Passport Cover – Passport covers are a unique and secure way to store your passport but also make travel *just* a bit more personalized. Amazon has many affordable, adorable, and fun passport cover options for you to choose from, alongside several popular designer brands like Kate Spade. 

Tech Sleeve – If you’re bringing any laptops, iPads, Kindles, etc. to Europe, then a tech sleeve is the perfect way to keep your devices safe throughout your journey. Amazon has so many adorable and affordable options to choose from, as well as this adorable two-piece tech pouch. 

Wrap-Up

Now, you’re ready for the ultimate European adventure! Happy + safe travels!!

XOXO – Katie <3 

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The Ultimate Style Guide To Preppy Clothes (2026 Edition)

***Please note that this The Ultimate Style Guide To Preppy Clothes will be updated and recirculated periodically to reflect the most up-to-date information. This shopping guide was most recently updated as of July 2026.***

Calling all fellow preppy fashion enthusiasts! This style guide to preppy clothes will map out the preppy fashion style and what it truly means to be preppy!

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

The Ultimate Style Guide To Preppy Clothes (2026 Edition)

Looking for ways to save on your favorite preppy brands?!?! Be sure to check out my Poshmark which is updated weekly with the latest & greatest secondhand preppy deals!

 

Table of Contents

What Is Preppy Style?!

Preppy Fashion Inspiration: From The Screen To The Streets

Preppy Wardrobe Essentials + Key Staples

Preppy Style Variations

Seasonal Preppy Outfit Inspiration

Preppy Clothes Fit For Every Occasion

Preppy Accessories 

Where To Shop For Preppy Clothes

What Is Preppy Style?! 

Preppy Style is a classic, all-American aesthetic that is rooted in the collegiate traditions of the East Coast Ivy League colleges and prep schools of the 20th century. Preppy Style blends refined classic sophistication with youthful, sporty elements, incorporating structured silhouettes, bright + pastel colors, textured fabrics such as Tweed and cable-knit, and wardrobe staples like loafers, oxford shirts, and blazers. 

All-things preppy style saw a resurgence in the 1980’s thanks to satirical The Official Preppy Handbook – published by Lisa Birnbach. In the late 2000’s, preppy style got a modern-day spin – headbands and pleated Mini skirts and all – thanks to shows like Gossip Girl. Today, preppy style remains popular worldwide from both trendsetters and lifelong preppy style lovers, alike.

Preppy Fashion Inspiration: From The Screen To The Streets

Preppy fashion has taken the stage from gracing our screens to inspiring us in our everyday life on the streets (and social media!). As a proud preppy fashion enthusiast, these are some of the most iconic preppy fashion moments in popular culture (in my opinion!):

  • Blair Waldorf in Gossip Girl – the headbands, Upper East Side elegance, and private school preppy style with lunch on The Met steps clad in blazers and pleated skirts, OH MY!
  • The Kentucky Derby – clad in iconic fascinators, all-things seersucker, pastels, bows, and more with a Mint Julep in-hand at Churchill Downs in Louisville, the Kentucky Derby’s fashion is truly a preppy fashion galore!
  • The Pink Retreat – Lilly Pulitzer lover’s annual Palm Beach Retreat aka a conference and retreat for everyone who LOVES the bubbly and sunshine-inspired preppy fashion brand to come together and share their love of Lilly Pulitzer.
  • Everyday Life – Everyday, whether I am running errands, going out to brunch or dinner, or traveling, I always run into a fellow preppy fashion enthusiast and feel nothing short of inspired! Truly, I find the everyday preppy fashion lovers to be my favorite source of inspiration for styling Preppy clothes!!

Preppy Wardrobe Essentials + Key Staples

Whether it be a blazer, Oxford button down, trench coat, pair of pearl earrings, cable-knit sweater, or a timeless pair of flats, there are several preppy wardrobe essentials that every enthusiast probably has (or should have!). Indeed, I outline preppy wardrobe essentials and provide some outfit inspiration in my Styling Preppy Outfits Guide. 

Preppy Style Variations

Preppy style isn’t a one-size fits all style! Here are a few of the widely-known preppy style variations to keep in mind and draw inspiration from:

  • Preppy Core – Preppy Core takes the essential elements of preppy style and amplifies them for a more intentional, curated preppy vibe. Preppy Core places an emphasis on creating cohesive, highly styled looks that are unmistakably preppy.
  • Soft Preppy – Soft preppy embraces feminine, romantic elements within the preppy framework. This vibe features pastel colors, delicate fabrics, eyelet details, and flowing silhouettes. It’s perfect for those who want a gentler, more whimsical take on the traditional, Ivy League preppy aesthetic.
  • Old Money Aesthetic – The Old Money Aesthetic represents understated luxury and timeless elegance with a focus on high-quality fabrics, impeccable tailoring, neutral color palettes, and minimal branding. It’s all about looking effortlessly expensive without being flashy.
  • Y2K Preppy – Y2K Preppy draws inspiration from early 2000’s fashion icons from popular movies and shows like Clueless and Gossip Girl. Y2K Preppy incorporates nostalgic elements like mini skirts, crop tops, bold pink tones, and playful accessories. This style appeals to those who love the youthful and fun energy of 2000’s fashion.
  • Modern Preppy (or “new preppy”) – Modern preppy takes traditional elements and updates them with the current time’s contemporary trends, bolder colors, and more relaxed silhouettes. This style embraces the fashion of the current time while maintaining preppy’s polished aesthetic.
  • Classic Preppy (also known as “OG preppy” or “old preppy”) – Classic preppy remains true to its traditional Ivy League roots with conservative cuts, traditional patterns like argyle and plaid, and a refined color palette of navy, white, khaki, and burgundy. Think timeless pieces that could have been worn decades ago and still look current today.

While there are plenty of preppy style variations widely-known amongst fellow preppy fashion lovers, most importantly, it is key to dress in a way that is true to you. Make your preppy style yours and only yours.

Seasonal Preppy Outfit Inspiration

There are so many fun ways to style preppy clothes all-year-round! My Cute Preppy Outfits page is my personal archive where I share ALLL of my preppy outfits throughout the years. I also have a Styling Preppy Outfits guide that I highly suggest checking out as a fellow preppy.

Spring/Summer Preppy Outfits

For all-things Spring/Summer Preppy Outfits, be sure to check out my 50+ Summer Preppy Outfits guide for ALLLLL the Summer preppy style inspiration. Also, check out these Spring/Summer preppy clothing essentials.

 

Fall/Winter Preppy Outfits 

For all-things Fall/Winter Preppy Outfits, be sure to check out my 50+ Fall Preppy Outfits guide for ALLLLL the Fall preppy style inspiration. Also, check out these Fall/Winter preppy clothing essentials.

 

Preppy Clothes Fit For Every Occasion

We all have a ton of events on our calendars throughout the year and there are some preppy clothes fit for every occasion. One of the best things about preppy clothes is that they are versatile and, when styled appropriately, can be worn for multiple occasions. That all being said, here are a few occasions and style inspiration:

  • Business Casual Work Days – Shift dresses in solid colors or business casual-appropriate patterns including Tweed, plaid, or when styled appropriately Lilly Pulitzer shifts and paired with a cardigan/Tailored blazer of pair of ballet flats. Other options include a blouse/cashmere sweater and pants as well as a midi skirt with a tucked-in blouse. Ah, the options are endless when styled appropriately to your workplace’s dress code.
  • Lazy Days – Love me a two-piece lounge set like some of these on Amazon as well as a skort or jeans and a tee/Crewneck Sweatshirt. But, nothing beats a nice pair of pajamas for lounging around the house or for simple errands!
  • Holiday Events – Tartan IS your best friend throughout the holiday season, as well as all-things shimmer and sparkle and glitter in blouses, skirts, dresses, and more!
  • Preppy Dinner Outfit – Style an elegant shift dress, midi dress, or Maxi Dress with a pair of heels and accent jewelry and add a fun clutch or novelty bags for an extra fun flair!
  • Valentine’s Day & Galentine’s Events – Whether for date night or for a night with the Galentine’s, opt for all-things red and pink and anything with hearts on it for all-things Valentine’s.
  • Easter – Opt for a pastel-colored dress with pops of bright colors such as yellow or pink, perhaps with a scalloped hemline or ric-rac on the hemline. Pair with your favorite cardigan. 
  • Church – Nothing beats pairing one of your favorite dresses or skirts/blouses with *none other than* a tailored blazer or cardigan!

& the list could go on and on and on! There are indeed several events that we all have on our calendars – many of which we can use what we have in our closets multiple times! 

Preppy Accessories 

There are several fun preppy accessories to choose from, whether it be a timeless leather tote or crossbody bag, anything monogrammed, a headband, a ball cap, or a canvas boat tote – my favorite being from either LL Bean or Lands’ End. 

Preppy Bags

Preppy Scarves

 

Preppy Jewelry 

 

Preppy Shoes

 

Preppy Pouches 

 

Preppy Hats & Headbands

 

Where To Shop For Preppy Clothes

There are several places to shop for preppy clothes, whether it be at your local department store or Target or Walmart, on Amazon, a small business, thrift store, or several shops. In fact, I have a preppy brands guide where I list several popular preppy clothing brands that fellow preppy fashion enthusiasts like myself shop at – many of which you can find on Amazon, at department stores, thrift stores, or online. 

For more preppy brands inspiration, including brands like Boden, brands like Sezane, brands like Ralph Lauren, brands like Tommy Bahama, stores like Williams Sonoma, brands like Ted Baker, stores like ban.do, stores like Kohl’s, brands like Vera Bradley, brands like Betsey Johnson, brands like Southern Tide, brands like Vineyard Vines, brands like Tory Burch, brands like Farm Rio, brands like J Crew, brands like Banana Republic, brands like Talbots, brands like Kate Spade, and brands like Ann Taylor, such as Lilly Pulitzer and Tuckernuck, then be sure to check out my brands like Lilly Pulitzer and brands like Tuckernuck guides. If you are looking to find ways to save on gorgeous preppy pieces from Lilly Pulitzer (or brands like it), then check out Lilly Pulitzer’s semi-annual Sunshine Sale and Black Friday/Cyber Monday deals, my list of Lilly Pulitzer Dupes on Amazon, where to buy dresses like Lilly Pulitzer, as well as other brands that are mentioned’s sales. And if you’re into luxury fashion for less, than check out my brands like Louis Vuitton guide.

Where To Sustainably Shop For Preppy Clothes

There are several spots to sustainably shop for preppy clothes, whether in-store or online. Within what I call home aka Northern Virginia, I’ve listed out several thrift stores in the region – many of which will likely have locations close to your home, too. 

Looking for ways to save on your favorite preppy brands?!?! Be sure to check out my Poshmark which is updated weekly with the latest & greatest secondhand preppy deals!

 

For online secondhand shopping alongside Poshmark, I highly recommend the following:

  • eBay
  • Vinted
  • ThredUp
  • Depop
  • Mercari

Above all else, when shopping for preppy clothing, I highly suggest looking for coveted preppy brands that many of us Preppies have loved and supported over the years – whether brand-new or secondhand (I have done and continue to do both!). 

Wrap-Up

As a proud forever preppy fashion lover, I feel beyond proud to identify as a “preppy,” which is a style that never truly goes out of style. I hope this guide to styling preppy clothes helps you feel the same as a preppy fashion lover, too!

XOXO – Katie <3

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I’ve Tried 20+ Pajama Brands: These Are My Top 5 Picks!

***Please note that this I’ve Tried 20+ Pajama Brands: These Are My Top 5 Picks! shopping guide will be updated and recirculated periodically to reflect the most up-to-date information. This shopping guide was most recently updated as of July 2026.***

Yep, I am someone who has become some sort of pajama connoisseur! Personally, I am a firm believer that we spend much more time in our pajamas than we do in our clothes, despite primarily wearing them to sleep. Hence, my reasoning for collecting and acquiring several pajama sets over the years (from 20+ pajama brands to be exact!). In this guide, I will be sharing my Top 5 pajama brand picks aka the one’s I’ve made the most repeat orders from and still continue to.

If you also love other popular pajama brands, including brands like Boden, brands like Sezane, brands like Ralph Lauren, brands like Tommy Bahama, stores like Williams Sonoma, brands like Ted Baker, stores like ban.do, stores like Kohl’s, brands like Vera Bradley, brands like Betsey Johnson, brands like Southern Tide, brands like Vineyard Vines, brands like Tory Burch, brands like Farm Rio, brands like J Crew, brands like Banana Republic, brands like Talbots, brands like Kate Spade, and brands like Ann Taylor, such as Lilly Pulitzer and Tuckernuck, then be sure to check out my brands like Lilly Pulitzer and brands like Tuckernuck guides. If you are looking to find ways to save on gorgeous preppy pieces from Lilly Pulitzer (or brands like it), then check out Lilly Pulitzer’s semi-annual Sunshine Sale and Black Friday/Cyber Monday deals, my list of Lilly Pulitzer Dupes on Amazon, where to buy dresses like Lilly Pulitzer, as well as other brands that are mentioned’s sales. And if you’re into luxury fashion for less, than check out my brands like Louis Vuitton guide.

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

I’ve Tried 20+ Pajama Brands: These Are My Top 5 Picks!

For more information on popular preppy fashion brands, many of which sell adorable pajama sets, then be sure to check out my list of preppy brands that I LOVE. If you’re looking for how to dress preppy, then look no further than my guide to styling preppy outfits.

1 – LAKE  

If there is a brand of pajamas I reach for the most, it is LAKE! While LAKE Pajamas are at a hefty price point of $100+ regularly for a two-piece set, they are definitely worth the cost given their quality, durability, and ultra soft fabric that have literally on multiple occasions kept me in them ALL DAY LONG. Yes, I have worn my LAKE pajamas all day long, especially during snow blizzards with nowhere to go! Personally, I always look forward to LAKE’s semi-annual sales when I treat myself to a brand-new set of pajamas at 40-50% off. If you need a sign to buy a pair of LAKE Pajamas, then let this be your sign!

Shop LAKE here.

2 – Joyspun

If you are curious at a more affordable alternative to LAKE Pajamas, then I highly recommend Joyspun – a Walmart-exclusive pajama brand. Literally, Joyspun’s pajamas are the closest alternative to LAKE’s pajamas and their sets typically retail for under $20. It is worth noting that Joyspun’s pajamas do go fast when on Walmart’s website due to their utter popularity. SO, I recommend moving fast if you find a pair of pajamas from Joyspun online or going in-store to visit your local Walmart that may have exclusive additional markdowns not seen online. For more information on Joyspun pajamas, then feel free to check out my review on them here.

Shop Joyspun here.

3 – Printfresh

Coming in ultra-fun prints and made with the utmost quality, Printfresh pajamas are pricey, but are 10000% worth the cost! Unlike other pajamas made with similar materials, Printfresh’s pajamas are made with 100% organic cotton poplin and are definitely made the best compared to other pajama brands. I personally love their fun, creative prints including collaborations with Lenox Spice Village, book author Emily Henry, and Downtown Abbey, and like with LAKE, I always look forward to occasionally treating myself to a brand-new pair of Printfresh pajamas during their sales. For more information on when Printfresh pajamas go on sale and an in-depth review on them, then check out my sale predictor + review here.

Shop Printfresh here.

4 – J Crew 

J Crew’s pajamas are personally some of my favorite! I find their cotton blend pajama set to be my go-to pair especially when I got stuck with COVID and was on bed rest for almost a month in 2024 as well as their flannel pajama pants with a cotton tee during the Winter months – both of those you cannot go wrong with! Even years later, my J Crew pajamas are still maintaining the utmost high-quality and hence remain one of my favorite pajama brands.

Shop J Crew here and J Crew’s outlet, J Crew Factory, here.

5 – Mary Square

With their ultra butter-soft pajamas in vibrant prints and colors, Mary Square pajamas are the ultimate dream! I personally love their fun prints and colors and sets that make going to bed just a bit brighter. Another great aspect of Mary Square’s pajamas is that with discounts and semi-regular sales on their website, they definitely aren’t as expensive as other pajama brands listed (though not as affordable as Joyspun) and are a great mid-range option, which I outline in my pajamas review here. The best part?!?! I have an exclusive discount code for my readers who are interested in shopping at Mary Square!

Shop at Mary Square with 15% Off Your Entire Order at Mary Square with code THEPINKCHICKADEE. 

Wrap-Up

Hopefully, throughout my adventures of purchasing pajamas from 20+ brands over the years, help provide you wisdom on some of the best pajamas to buy for yourself.

XOXO – Katie <3 

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25 Brands Like Boden

***Please note that this 25 Brands Like Boden shopping guide will be updated and recirculated periodically to reflect the most up-to-date information. This shopping guide was most recently updated as of July 2026.***

If you’re like me and adore the popular British brand, Boden, that has made waves across the pond, then you’re going to LOVE these 25 brands like Boden, too!

If you also love other brands like Boden, including brands like Sezane, brands like Ralph Lauren, brands like Tommy Bahama, stores like Williams Sonoma, brands like Ted Baker, stores like ban.do, stores like Kohl’s, brands like Vera Bradley, brands like Betsey Johnson, brands like Southern Tide, brands like Vineyard Vines, brands like Tory Burch, brands like Farm Rio, brands like J Crew, brands like Banana Republic, brands like Talbots, brands like Kate Spade, and brands like Ann Taylor, such as Lilly Pulitzer and Tuckernuck, then be sure to check out my brands like Lilly Pulitzer and brands like Tuckernuck guides. If you are looking to find ways to save on gorgeous preppy pieces from Lilly Pulitzer (or brands like it), then check out Lilly Pulitzer’s semi-annual Sunshine Sale and Black Friday/Cyber Monday deals, my list of Lilly Pulitzer Dupes on Amazon, where to buy dresses like Lilly Pulitzer, as well as other brands that are mentioned’s sales. And if you’re into luxury fashion for less, than check out my brands like Louis Vuitton guide.

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

25 Brands Like Boden

1 – Cath Kidston

Cath Kidston is a London-based fashion brand known for its nostalgic, vintage-style floral prints and polka dots and offers a wide array of clothing, accessories, home decor, and more. Shop Cath Kidston on Amazon here.

2 – English Factory

Selling beautiful styles, timeless classics, and must-have apparel, English Factory is a popular preppy retailer. Shop English Factory at Nordstrom here.

3 – Talbots

Dating back to 1947 as a catalog-based brand, Talbots is a preppy, New England lifestyle brand empowering women of all sizes to look and feel their best. Shop Talbots here. 

4 – Joules

Joules is a British fashion and home goods brand founded by Tom Joule and inspired by the British countryside. Shop Joules on Amazon here.

5 – Nanette Lepore

Founded in New York City in 1992 by Youngstown, Ohio-based designer and Fashion Institute of Technology graduate Nanette Lepore and her husband Robert Savage inspired by her family’s cross-country road trips, Nanette Lepore has since gained momentum as a popular American fashion brand known for its vibrant prints, flattering silhouettes, and a commitment to American-based manufacturing in New York’s Garment District. Shop Nanette Lepore at Marshall’s here and TJ Maxx here.

6 – Kim Rogers at Belk

Kim Rogers is an affordable Belk-exclusive brand known for its bright colors and highly-detailed designs. Shop Kim Rogers here. 

7 – Lands’ End

Lands’ End has been proudly pioneering the way for beautiful, classic, and versatile clothing and footwear for the whole family since 1963 with size inclusion in mind. Shop Lands’ End here. 

8 – Draper James

Launched in 2015 by “Legally Blonde” actress Reese Witherspoon, Draper James is a fashion brand that pays homage to the actress’s “Southern roots and personal style” and is notably named after her grandparents Dorothea Draper and William James Witherspoon. Shop Draper James on their website here and bedding + pajamas at Kohl’s here. 

9 – LOFT

Founded in 1998, LOFT is a well-known women’s wear fashion brand and sister brand to Ann Taylor that empowers women to feel their best on a budget whether in the workplace, at home, a night out, or on vacation. Shop LOFT here. 

10 – J Crew/J Crew Factory

Founded in 1983, J Crew is a renowned American preppy fashion brand known for its classic and affordable styles with an emphasis on high quality. J Crew also brings its preppy and classic A-game at an even affordable price range via its outlet store J Crew Factory. Shop J Crew here and shop J Crew Factory here. 

11 – Tuckernuck

Dating back to 1947 as a catalog-based brand, Talbots is a preppy, New England lifestyle brand empowering women of all sizes to look and feel their best. Shop Talbots here. 

12 – Free Assembly at Walmart

Free Assembly is a private label brand at Walmart founded in 2020 specializing in preppy, modern, and affordable apparel for men and women. Shop Free Assembly at Walmart here.

13 – Grace Karin

A popular seller on Amazon known for its Bridgerton-inspired dresses and preppy pieces, Grace Karin’s dresses retail at a fraction of the cost compared to Lilly Pulitzer. Shop Grace Karin here.

14 – Pomander Place at Tuckernuck

An exclusive in-house brand of Tuckernuck, Pomander Place is known for its day-to-night women’s wear pieces, ranging from dresses to blouses and matching sets. Shop Pomander Place at Tuckernuck here.

15 – Jude Connally 

Founded in 2010 by a busy working mother Jude Connally Zimmerman, Jude Connally is an American-made women’s fashion brand that focuses on empowering women to look great, feel great, and have easy to care for pieces that mold into their busy lives. Shop Jude Connally here.

16 – Quince

Quince focuses on bringing high-end, luxury materials such as cashmere, Mongolian wool, and linen at an affordable price point all with sustainability and using recycled materials in mind. Shop Quince here. 

17 – Rifle Paper Co.

Handpainted by Anna Bond, Rifle Paper Co. is a lifestyle brand that beautifully brightens the everyday through stationary, accessories, home goods, and more. Shop Rifle Paper Co. here.

18 – Trina Turk

Started in 1995 by fashion designer Trina Turk, the Trina Turk collection focuses on creativity, the sunny side, and California’s multicultural melting pot via its optimistic bright and bold designs. Shop Trina Turk here.

19 – Hobbs London

Originally a shoe label founded in London in 1981, Hobbs London has since expanded and become a leading British womenswear brand focused on high-quality work wear, evening wear, and footwear – all with an accessible luxury focus. Shop Hobbs London here.

20 – Crown & Ivy at Belk

Started in 2014, Crown & Ivy is a Belk-exclusive brand selling all-things colorful and preppy. Shop Crown & Ivy here. 

21 – Maggy London

Dating back to 1979 as a ladies’ silk dress resource, Maggy London is an online retailer that specializes in classic, well-tailored women’s dresses. Shop Maggy London here. 

22 – Sara Campbell

Made in factories in New York, New Jersey, and Massachusetts, Sara Campbell is a Boston-based fashion brand selling chic, timeless, and playful apparel. Shop Sara Campbell here.

23 – Ted Baker

Originally founded in Glasgow, Scotland in 1988 by Ray Kelvin who named the business after his alter ego, Ted Baker has since become a renowned British fashion and lifestyle brand known for its contemporary womenswear, menswear, accessories, and of course their distinct floral prints. Shop Ted Baker here.

24 – Wenrine

Wenrine is a popular seller on Amazon known for its preppy dresses like Lilly Pulitzer’s retailing at a fraction of the cost. Shop Wenrine here.

25 – Radley London

Dating back to 1998 when it was founded by Lowell Harder, Radley London is a luxury British accessories brand sold at an accessible price point with a signature Scottie dog mascot. Shop Radley London here.

Wrap-Up

Happy Shopping, fellow Boden fans!!!

XOXO – Katie <3

thepinkchickadee1 Comment

20 Brands Like Sezane But Cheaper For The Parisian Vibe

***Please note that this 20 Brands Like Sezane But Cheaper For The Parisian Vibe shopping guide will be updated and recirculated periodically to reflect the most up-to-date information. This shopping guide was most recently updated as of July 2026.***

If you’re like me and you are a Sezane fan, then you know that the French brand’s apparel comes at a hefty price tag. These 20 brands like Sezane but cheaper offer the same Parisian look at a fraction of the cost.

If you also love other brands like Sezane, including brands like Ralph Lauren, brands like Tommy Bahama, stores like Williams Sonoma, brands like Ted Baker, stores like ban.do, stores like Kohl’s, brands like Vera Bradley, brands like Betsey Johnson, brands like Southern Tide, brands like Vineyard Vines, brands like Tory Burch, brands like Farm Rio, brands like J Crew, brands like Banana Republic, brands like Talbots, brands like Kate Spade, and brands like Ann Taylor, such as Lilly Pulitzer and Tuckernuck, then be sure to check out my brands like Lilly Pulitzer and brands like Tuckernuck guides. If you are looking to find ways to save on gorgeous preppy pieces from Lilly Pulitzer (or brands like it), then check out Lilly Pulitzer’s semi-annual Sunshine Sale and Black Friday/Cyber Monday deals, my list of Lilly Pulitzer Dupes on Amazon, where to buy dresses like Lilly Pulitzer, as well as other brands that are mentioned’s sales. And if you’re into luxury fashion for less, than check out my brands like Louis Vuitton guide.

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

20 Brands Like Sezane But Cheaper For The Parisian Vibe

1 – Quince

Quince focuses on bringing high-end, luxury materials such as cashmere, Mongolian wool, and linen at an affordable price point all with sustainability and using recycled materials in mind. Shop Quince here. 

2 – Madewell

Started in 2006 as a premium denim brand for both men and women, Madewell strives to create pieces with the utmost high-quality craftsmanship fit to last a lifetime. Shop Madewell here.

3 – LOFT

Founded in 1998, LOFT is a well-known women’s wear fashion brand and sister brand to Ann Taylor that empowers women to feel their best on a budget whether in the workplace, at home, a night out, or on vacation. Shop LOFT here. 

4 – French Connection

French Connection is a 1972-founded contemporary women’s wear and accessories brand with a unique position between fast fashion and luxury fashion and is known for its signature dresses, casual staples, and stylish tailoring. Shop French Connection at Belk here.

5 – Chaps

Owned by the Ralph Lauren Corporation and founded in 1978, Chaps operates as a budget-friendly preppy lifestyle brand (one of many preppy brands in this list!) to its sister brand Ralph Lauren. Shop Chaps at Belk here.

6 – J Crew/J Crew Factory

Founded in 1983, J Crew is a renowned American preppy fashion brand known for its classic and affordable styles with an emphasis on high quality. J Crew also brings its preppy and classic A-game at an even affordable price range via its outlet store J Crew Factory. Shop J Crew here and shop J Crew Factory here. 

7 – GAP

Dating back to its first San Francisco storefront in 1969 selling denim for all, GAP has since become one of the most well-known clothing retailers focused on denim and wardrobe basics. Shop GAP here.

8 – Free Assembly at Walmart

Free Assembly is a private label brand at Walmart founded in 2020 specializing in preppy, modern, and affordable apparel for men and women. Shop Free Assembly at Walmart here.

9 – RIHOAS

Inspired by the romance, beauty, artistry, and visual appeal of European cinema, Hong Kong-founded fashion brand RIHOAS brings their inspiration to life through their women’s wear clothing that has a vintage appeal with a sustainable vision for the future. For more information, check out my review of RIHOAS here. Shop RIHOAS here. 

10 – Charter Club at Macy’s

Known for its preppy women’s apparel especially their cashmere products, Charter Club is a private label brand at Macy’s that offers all-things preppy for women at an affordable and accessible price point. Shop Charter Club here.

11 – English Factory

Selling beautiful styles, timeless classics, and must-have apparel, English Factory is a popular preppy retailer. Shop English Factory at Nordstrom here.

12 – Mango

A well-known global fast-fashion retailer with its beginning in 1984 in Barcelona, Spain, Mango focuses trend-driven, accessible clothing, accessories, and footwear for all with positioning in the high-street market. Shop Mango here.

13 – Old Navy

Owned by GAP, Inc., the well-known and budget-friendly American retailer offers all-things casual and fashionable apparel, including preppy pieces at a fraction of the cost. Shop Old Navy here.

14 – Ann Taylor

Since its 1954 founding, Ann Taylor has grown into an iconic American women’s fashion brand, known for elegant, timeless, and reliable work apparel and sportswear with a size-inclusive focus. Shop Ann Taylor here.

15 – White House Black Market

Two separate Baltimore, Maryland-based boutique chains – “White House,” which sold only ivory and white garments, and “Black Market,” which sold only basic black garments – merged to form what people now know as White House Black Market. White House Black Market has since expanded its palette beyond white and black into other neutrals, prints, and even vibrant colors all with a timeless flair. Shop White House Black Market here.

16 – Abercrombie & Fitch

Dating back to 1892 as an upscale sporting goods brand, Abercrombie & Fitch has since evolved into a size-inclusive global fashion brand for all focused on everyday life. Shop Abercrombie & Fitch here.

17 – Tommy Hilfiger

Founded in 1985 by Tommy Hilfiger, Tommy Hilfiger offers classic American-cool, preppy, and nautical apparel for all. Shop Tommy Hilfiger here.

18 – Uniqlo

Originally founded in Yamaguchi, Japan as a textiles manufacturer in 1949, Uniqlo is on a mission to redefine clothing with an emphasis on textiles and quality in the fast-fashion sector with over 1,000 stores worldwide. Shop Uniqlo here.

19 – Ralph Lauren

Dating back to 1967 with its founding by Ralph Lauren in New York City as a timeless, preppy fashion brand selling menswear, womenswear, home, accessories, and fragrance products, Ralph Lauren has since become a well-known namesake in the fashion industry globally. Shop Ralph Lauren here.

20 – Longchamp

A French luxury handbags brand known for their iconic Le Pilage bag styled by the likes of Kate Middleton, Meghan Markle, Jennifer Lopez, and Rihanna, Longchamp’s bags are still handcrafted in France with luxury in mind. Shop Longchamp here.

Wrap-Up

Happy shopping, fellow Sezane fans!!!

XOXO – Katie <3

thepinkchickadee1 Comment

27 Brands Like Ralph Lauren For The Ultimate Preppy Vibe

***Please note that this 27 Brands Like Ralph Lauren For The Ultimate Preppy Vibe shopping guide will be updated and recirculated periodically to reflect the most up-to-date information. This shopping guide was most recently updated as of July 2026.***

When most people think of preppy brands, they immediately think of brands like Ralph Lauren! The best part?!?! This style guide outlines many brands similar to Ralph Lauren – many of which are preppy fashion brands. If you’re looking to learn more about the preppy fashion aesthetic, then be sure to check out my styling preppy outfits guide and my preppy brands list.

If you’re like me and also love other brands like Ralph Lauren, including brands like Tommy Bahama, stores like Williams Sonoma, brands like Ted Baker, stores like ban.do, stores like Kohl’s, brands like Vera Bradley, brands like Betsey Johnson, brands like Southern Tide, brands like Vineyard Vines, brands like Tory Burch, brands like Farm Rio, brands like J Crew, brands like Banana Republic, brands like Talbots, brands like Kate Spade, and brands like Ann Taylor, such as Lilly Pulitzer and Tuckernuck, then be sure to check out my brands like Lilly Pulitzer and brands like Tuckernuck guides. If you are looking to find ways to save on gorgeous preppy pieces from Lilly Pulitzer (or brands like it), then check out Lilly Pulitzer’s semi-annual Sunshine Sale and Black Friday/Cyber Monday deals, my list of Lilly Pulitzer Dupes on Amazon, where to buy dresses like Lilly Pulitzer, as well as other brands that are mentioned’s sales. And if you’re into luxury fashion for less, than check out my brands like Louis Vuitton guide.

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

       

27 Brands Like Ralph Lauren For The Ultimate Preppy Vibe

1 – Tommy Hilfiger

Founded in 1985 by Tommy Hilfiger, Tommy Hilfiger offers classic American-cool, preppy, and nautical apparel for all. Shop Tommy Hilfiger here.

2 – Chaps

Owned by the Ralph Lauren Corporation and founded in 1978, Chaps operates as a budget-friendly preppy lifestyle brand (one of many preppy brands in this list!) to its sister brand Ralph Lauren. Shop Chaps at Belk here.

3 – J Crew/J Crew Factory

Founded in 1983, J Crew is a renowned American preppy fashion brand known for its classic and affordable styles with an emphasis on high quality. J Crew also brings its preppy and classic A-game at an even affordable price range via its outlet store J Crew Factory. Shop J Crew here and shop J Crew Factory here. 

4 – Southern Tide

Dating back to 2006, Southern Tide was founded in Greenville, South Carolina by Allen Stephenson as a coastal lifestyle apparel brand that honors traditions while charting its own unique course. Shop Southern Tide here. 

5 – Quince

Quince focuses on bringing high-end, luxury materials such as cashmere, Mongolian wool, and linen at an affordable price point all with sustainability and using recycled materials in mind. Shop Quince here. 

6 – Renwick Sport

Founded in 2020 by sisters Pippa Kennedy and Sarah Renwick drawing inspiration from classic men’s sports and golf apparel, Renwick Sport is a lifestyle apparel brand bridging the gap between golf apparel to everyday apparel. Shop Renwick Sport here.

7 – Vineyard Vines

Founded on Martha’s Vineyard in 1988 by brothers Shep and Ian Murray, Vineyard Vines is an all-things preppy, bright, and Americana fashion brand known for their pink whale logo that makes a splash. Shop Vineyard Vines here. 

8 – Johnnie-O

Dating back to 2005 and founded by NCAA and Senior’s Open-championship golfer John O’Donnell, Johnnie-O had a vision to create a simple, high-quality golf shirt. Since 2005, Johnnie-O has expanded into selling women’s wear and children’s golf apparel. Shop Johnnie-O here.

9 – Charter Club at Macy’s

Known for its preppy women’s apparel especially their cashmere products, Charter Club is a private label brand at Macy’s that offers all-things preppy for women at an affordable and accessible price point. Shop Charter Club here.

10 – Free Assembly at Walmart

Free Assembly is a private-label brand that Walmart founded in 2020. It specializes in preppy, modern, and affordable apparel for men and women. Shop Free Assembly at Walmart here.

11 – Brooks Brothers

Since 1818 Brooks Brothers has been designing timeless American preppy apparel for women, men, and children. Shop Brooks Brothers here.

12 – Barbour

Barbour is a British retailer notoriously known for their classic waxed field jackets and country apparel for the entire family. Shop Barbour at Nordstrom here.

13 – LL Bean

With a core belief that the more time we spend outside together, the better, LL Bean’s roots began in Maine when Leon Leonwood Bean invented the Maine Hunting Shoe in 1911. Over a century later, LL Bean is still going strong, selling the popular LL Bean bean boots, personalized canvas totes, and preppy outerwear apparel, all with its Maine roots at the heart of everything. Shop LL Bean here. 

14 – Lacoste

Founded in 1933 by tennis legend René Lacoste and textile manufacturer André Gillier, Lacoste is a premier French fashion and sportswear brand playing tribute to Lacoste’s nickname “The Crocodile” in the 1920’s by the American Sports Press, which remains the brand’s well-known logo. Shop Lacoste here.

15 – Lands’ End

Lands’ End has been proudly pioneering the way for beautiful, classic, and versatile clothing and footwear for the whole family since 1963 with size inclusion in mind. Shop Lands’ End here. 

16 – Kiel James Patrick

Made in the USA, Kiel James Patrick was founded in 2009 when the designer started making handcrafted rope and anchor bracelets. Since then, the fashion brand that proudly gives off all-things New England vibes has expanded into men’s and women’s apparel while Kiel James Patrick and his wife Sarah Vickers maintain a strong social media presence. Shop Kiel James Patrick here.

17 – Addison Bay

Designed for the woman on the go, Addison Bay prides itself on creating active wear to wear beyond the gym and where fashion forward doesn’t mean less function. Shop Addison Bay here.

18 – Crown & Ivy at Belk

Started in 2014, Crown & Ivy is a Belk-exclusive brand selling all-things colorful and preppy. Shop Crown & Ivy here. 

19 – The Black Dog

With roots out of a captain’s love for the sea, his island home, and most importantly his dog, The Black Dog brand was born with its popular black dog logo on all of its merchandise fit for a day at sea. Shop The Black Dog here.

20 – Old Navy

Known for its preppy women’s apparel especially their cashmere products, Charter Club is a private label brand at Macy’s that offers all-things preppy for women at an affordable and accessible price point. Shop Charter Club here.

21 – Southern Marsh

Headquartered in Baton Rouge, Louisiana, Southern Marsh – proudly known as the original Southern outfitter – is well-known for their tees, pullovers, shorts, and more inspired by none other than the Southern Marsh. Shop Southern Marsh here.

22 – Sea Bags

Handcrafted designs made from recycled sail cloth in Portland, Maine, Sea Bags sustainably makes nautically-inspired totes and accessories. Shop Sea Bags here. 

23 – Uniqlo

Originally founded in Yamaguchi, Japan as a textiles manufacturer in 1949, Uniqlo is on a mission to redefine clothing with an emphasis on textiles and quality in the fast-fashion sector with over 1,000 stores worldwide. Shop Uniqlo here.

24 – Madewell

Started in 2006 as a premium denim brand for both men and women, Madewell strives to create pieces with the utmost high-quality craftsmanship fit to last a lifetime. Shop Madewell here.

25 – Abercrombie & Fitch

Dating back to 1892 as an upscale sporting goods brand, Abercrombie & Fitch has since evolved into a size-inclusive global fashion brand for all focused on everyday life. Shop Abercrombie & Fitch here.

26 – J. McLaughlin

Started by two brothers Kevin and Jay McLaughlin in 1977, J. McLaughlin has since become a visionary of timeless style with stores all across the United States. Shop J. McLaughlin here.

27 – Tommy Bahama

Tommy Bahama is a resort wear brand that brings paradise to everyday life (and vacation, too!). Shop Tommy Bahama here.

Wrap-Up

Happy Shopping, fellow Ralph Lauren lovers!!!

XOXO – Katie <3 

thepinkchickadee2 Comments
Pink Chickadee standing on a sandy beach

27 Brands Like Tommy Bahama For Vacation-Ready Style

***Please note that this 27 Brands Like Tommy Bahama For Vacation-Ready Style shopping guide will be updated and recirculated periodically to reflect the most up-to-date information. This shopping guide was most recently updated as of July 2026.***

Whether on vacation or enjoying everyday life, Tommy Bahama truly is the perfect brand to shop to make you feel like you’re on vacation *even* while on the clock! In addition to Tommy Bahama, there are many brands like Tommy Bahama that offer that vacation-ready look and brings it to everyday life and *of course* while on vacation, too.

If you’re like me and also love other brands like Tommy Bahama, including stores like Williams Sonoma, brands like Ted Baker, stores like ban.do, stores like Kohl’s, brands like Vera Bradley, brands like Betsey Johnson, brands like Southern Tide, brands like Vineyard Vines, brands like Tory Burch, brands like Farm Rio, brands like J Crew, brands like Banana Republic, brands like Talbots, brands like Kate Spade, and brands like Ann Taylor, such as Lilly Pulitzer and Tuckernuck, then be sure to check out my brands like Lilly Pulitzer and brands like Tuckernuck guides. If you are looking to find ways to save on gorgeous preppy pieces from Lilly Pulitzer (or brands like it), then check out Lilly Pulitzer’s semi-annual Sunshine Sale and Black Friday/Cyber Monday deals, my list of Lilly Pulitzer Dupes on Amazon, where to buy dresses like Lilly Pulitzer, as well as other brands that are mentioned’s sales. And if you’re into luxury fashion for less, than check out my brands like Louis Vuitton guide.

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Interested in getting the latest scoop on all the preppy + grand millennial fashion and decor (& more!) deals?!?! Be sure to join in on the fun over on Substack!

       

27 Brands Like Tommy Bahama For Vacation-Ready Style

1 – Spartina 449

Designed in the South Carolina Lowcountry, Spartina 449 prides in bringing the Lowcountry style to everyday life, including with their luxury handbags specifically their destination prints including your favorite destinations, jewelry, coastal clothing, and more. Shop Spartina 449 here.

2 – Mary Square

A women-owned brand founded by Kelly Shiley, Mary Square designs bright printed clothing to inspire joy, brighten one’s day, and build confidence. Get 15% Off Your Entire Order at Mary Square with code THEPINKCHICKADEE. 

3 – Vineyard Vines

Founded on Martha’s Vineyard in 1988 by brothers Shep and Ian Murray, Vineyard Vines is an all-things preppy, bright, and Americana fashion brand known for their pink whale logo that makes a splash. Shop Vineyard Vines here. 

4 – Southern Tide

Dating back to 2006, Southern Tide was founded in Greenville, South Carolina by Allen Stephenson as a coastal lifestyle apparel brand that honors traditions while charting its own unique course. Shop Southern Tide here. 

5 – Smith & Quinn 

Family-run and based in Annapolis, Maryland, Smith & Quinn specializes in high-quality and high-end women’s and men’s sportswear, dresses, and more. Shop Smith & Quinn here.

6 – Sail To Sable

A collection of “chic meets preppy” pieces, Sail to Sable is a fashion and lifestyle brand targeting women of all ages, sizes, and stages of life. Shop Sail to Sable here. 

7 – Cabana Life

Founded by Melissa Marks, a melanoma survivor, Cabana Life’s stylish and preppy pieces will take you from a day on the beach to a happy hour at sunset while keeping you protected from the sun. Sun safety awareness is a big proponent of Cabana Life’s mission and philosophy and the brand has a UPF 50+ rating, to ensure you feel great while looking it, too. Shop Cabana Life here. 

8 – Lilly Pulitzer

Starting with a juice stand in the 1960s when Lilly Pulitzer was looking to design a garment with bright and bubbly prints to cover up juice stains in Palm Beach, Florida, Lilly Pulitzer has since been a popular luxury resort wear and lifestyle brand known for their Palm Beach-inspired prints. Shop Lilly Pulitzer here.

9 – J Crew/J Crew Factory

Founded in 1983, J Crew is a renowned American preppy fashion brand known for its classic and affordable styles with an emphasis on high quality. J Crew also brings its preppy and classic A-game at an even affordable price range via its outlet store J Crew Factory. Shop J Crew here and shop J Crew Factory here. 

10 – Renwick Sport

Founded in 2020 by sisters Pippa Kennedy and Sarah Renwick drawing inspiration from classic men’s sports and golf apparel, Renwick Sport is a lifestyle apparel brand bridging the gap between golf apparel to everyday apparel. Shop Renwick Sport here.

11 – Crown & Ivy at Belk

Started in 2014, Crown & Ivy is a Belk-exclusive brand selling all-things colorful and preppy. Shop Crown & Ivy here. 

12 – Kim Rogers at Belk

Kim Rogers is an affordable Belk-exclusive brand known for its bright colors and highly-detailed designs. Shop Kim Rogers here. 

13 – Johnnie-O

Dating back to 2005 and founded by NCAA and Senior’s Open-championship golfer John O’Donnell, Johnnie-O had a vision to create a simple, high-quality golf shirt. Since 2005, Johnnie-O has expanded into selling women’s wear and children’s golf apparel. Shop Johnnie-O here.

14 – Southern Marsh

Headquartered in Baton Rouge, Louisiana, Southern Marsh – proudly known as the original Southern outfitter – is well-known for their tees, pullovers, shorts, and more inspired by none other than the Southern Marsh. Shop Southern Marsh here.

15 – Addison Bay

Designed for the woman on the go, Addison Bay prides itself on creating active wear to wear beyond the gym and where fashion forward doesn’t mean less function. Shop Addison Bay here.

16 – Chaps

Owned by the Ralph Lauren Corporation and founded in 1978, Chaps operates as a budget-friendly preppy lifestyle brand (one of many preppy brands in this list!) to its sister brand Ralph Lauren. Shop Chaps at Belk here.

17 – Lacoste

Founded in 1933 by tennis legend René Lacoste and textile manufacturer André Gillier, Lacoste is a premier French fashion and sportswear brand playing tribute to Lacoste’s nickname “The Crocodile” in the 1920’s by the American Sports Press, which remains the brand’s well-known logo. Shop Lacoste here.

18 – Ralph Lauren

Dating back to 1967 with its founding by Ralph Lauren in New York City as a timeless, preppy fashion brand selling menswear, womenswear, home, accessories, and fragrance products, Ralph Lauren has since become a well-known namesake in the fashion industry globally. Shop Ralph Lauren here.

19 – Navy Bleu

With designs originating in Massachusetts, Navy Bleu is a resort wear brand offering exclusive, small-batch apparel and home decor. Shop Navy Bleu here.

20 – The Black Dog

With roots out of a captain’s love for the sea, his island home, and most importantly his dog, The Black Dog brand was born with its popular black dog logo on all of its merchandise fit for a day at sea. Shop The Black Dog here.

21 – Sea Bags

Handcrafted designs made from recycled sail cloth in Portland, Maine, Sea Bags sustainably makes nautically-inspired totes and accessories. Shop Sea Bags here. 

22 – Tuckernuck

Taking its namesake from Summers on Nantucket via the nearby island Tuckernuck, Tuckernuck focuses on designing gorgeous preppy fashion with price ranges and styles from affordable luxury to high-end investment pieces. Shop Tuckernuck here.

23 – Simply Southern

Known for their colorful and preppy tees sold at Hallmark and many gift shops throughout the United States. Simply Southern is more than just a t-shirt brand. Simply Southern also sells vibrant and preppy apparel and home decor pieces while supporting nonprofits. Shop Simply Southern here.

24 – Talbots

Dating back to 1947 as a catalog-based brand, Talbots is a preppy, New England lifestyle brand empowering women of all sizes to look and feel their best. Shop Talbots here. 

25 – Kiel James Patrick

Made in the USA, Kiel James Patrick was founded in 2009 when the designer started making handcrafted rope and anchor bracelets. Since then, the fashion brand that proudly gives off all-things New England vibes has expanded into men’s and women’s apparel while Kiel James Patrick and his wife Sarah Vickers maintain a strong social media presence. Shop Kiel James Patrick here.

26 – Brooks Brothers

Since 1818 Brooks Brothers has been designing timeless American preppy apparel for women, men, and children. Shop Brooks Brothers here.

27 – Tommy Hilfiger

Founded in 1985 by Tommy Hilfiger, Tommy Hilfiger offers classic American-cool, preppy, and nautical apparel for all. Shop Tommy Hilfiger here.

Wrap-Up

Happy Shopping, Tommy Bahama fans!

XOXO – Katie <3 

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