34 Thanksgiving Dresses That Are Cozy, Cute, and Comfortable Enough to Wear for Second Servings

Photo of influencer wearing dark brown mock-neck dress with white trench coat and matching black bag.

(Image credit: @sasha.mei)

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 non-restricted 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 an instant outfit, helping to avoid the struggle of pairing together pants and a sweater, blouse, what-have-you 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 our favorites at every price point.

Assistant Shopping Editor
Ana Escalante is an award-winning journalist and Gen Z editor whose work ranges from dissecting size inclusivity at fashion week to discussing how American Girl Doll meme accounts are the the answer to society's collective spiral. She's covered it all: Queen Elizabeth II's corgis, Roe v. Wade frontline protests, and the emergence of jorts (or jean shorts for the uninitated). At Who What Wear, Ana is responsible for delivering smart, insightful, personality-driven shopping guides and trend features for a digital-first generation.Before joining Who What Wear, Ana was Glamour magazine's editorial assistant, where she focused on daily news and special packages, including leading the brand's 2022 Met Gala coverage. For more than half a decade, she has covered style, beauty, and digital culture for publications such as Paper magazine, Harper's Bazaar, Vogue Japan, and Allure, among others. Ana has been called a rising star in media by publications such as Nylon and Teen Vogue. (Her mother, meanwhile, calls her "the coolest person" she knows.)