***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







