Welcome to this month’s Preppy Outfits Diaries! From a wedding and girl’s weekend in Wilmington to a girl’s weekend in Charlotte and moments in between close to home, I had a ton of fun styling preppy outfits for the final full month of Summer. Truly, while I am ready to embrace Fall (as I write this on September 8!), I am personally still not fully ready to let go of Summer outfits *just yet*.
*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. For my outfit archive, look no further than My Preppy Outfits Archive.
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!
Preppy Outfits Diaries – August 2026
My Favorite Pieces
This August 2026 edition of my Preppy Outfits Diaries features some exciting new pieces! I was fortunate enough to be sent a gorgeous leopard blouse from Avara as well as a stunning custom-made with love Fanm Mon Jules dress, which I wore to my friend’s wedding in North Carolina. Throughout the month, my preppy outfits consisted of a LOT of Lilly Pulitzer, sandals, and canvas totes. I also leaned on classic accessories like woven totes, simple gold jewelry, and my go-to strappy sandals to keep every outfit polished without overthinking it, and I had so much fun mixing prints more than usual this year.
My Outfits
Now, onto styling outfits for the ‘Ber months! Fall is calling, and I cannot wait to share what’s next.
XOXO – Katie <3