34 Thanksgiving Dresses That Are Cozy, Cute, and Comfortable Enough to Wear for Second Servings
Thanksgiving always proves to be one of the trickier events to dress for. While I want to look presentable and stylish, I also want to feel unrestricted and comfortable in my ensemble because, well, mashed potatoes. In an effort to look put-together while avoiding restraining pieces, I'm opting for breezy fall dresses in multiple hues and fits this year. Not only is it a less restrictive option, but a dress is also an instant outfit. It'll help you avoid the struggle of pairing pants, a sweater, and a blouse moments before running out the door or getting up to help yourself to a second serving of your family's favorite dish.
Whether you're heading home for the holidays, attending a Friendsgiving, or meeting your significant other's family for the first time, opt for a stylish dress that feels appropriate, on-trend, and, most importantly, comfortable. Not sure where to start? Scroll to shop my favorites at every price point.

Ana Escalante is an award-winning journalist and Gen Z editor known for her sharp takes on fashion and culture. She’s covered everything from Copenhagen Fashion Week to Roe v. Wade protests as the Editorial Assistant at Glamour after earning her journalism degree at the University of Florida in 2021. At Who What Wear, Ana mixes wit with unapologetic commentary in long-form fashion and beauty content, creating pieces that resonate with a digital-first generation. If it’s smart, snarky, and unexpected, chances are her name’s on it.
-
My BFF's Mom Just Discovered Reformation—8 New 2026 Styles I Sent Her WayTime to prep for spring 2026.
-
If You Want to Look Like an NYC Fashion Editor, Then These 6 Chic Brands Are a MustTrust us.
-
In 2026, I'm Being Picky With My Fashion Purchases—11 Incredibly Chic J.Crew Finds That Are Tempting MeCheers to a frugal yet fashionable 2026.
-
It's All Here: What to Wear When You're Hosting During the HolidaysAccording to a fashion executive, stylist, and consultant.
-
I Thrifted an $8 Sears Outfit for an Hermès Holiday Party—Here's How I Styled ItIt looks positively designer.
-
I Always Buy Holiday Party Outfits From Revolve—40 Festive Options I'm ConsideringFor the last-minute shopper.
-
Simkhai’s Holiday Campaign Stars Juliette Lewis—Shop the New Festive Occasion Wear CollectionFor holiday parties.
-
Not Sheer, Not Body-Con—Anne Hathaway's Holiday-Party Dress Trend Is Much More Grown-Up and ElegantThoughts?

