My Holiday Aesthetic Is Effortless, Cozy, and Chic—29 Things I'd Wear

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(Image credit: @_sierramayhew)

Every day, I feel like I'm becoming more and more of a low-key kind of girl, which has caused a shift in what my favorite holiday might be. A few years back, I used to say I loved the Fourth of July because the rooftop parties were amazing, and it was an excuse to have a good time. That has certainly changed, and I now have my eyes set on Thanksgiving. It's the perfect occasion for anyone who loves dialing it down and simply enjoying quality time with loved ones.

This year, my family will be traveling to me for the holiday, and I'm so excited to host them for a weekend of exploring New York City. While I normally dress up on the weekends, my family is pretty casual, so I'll be leaning heavily into loungewear sets, shearling jackets, and cozy boots. Below, find the 29 things that I'll be wearing this Thanksgiving and all winter long.

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Sierra Mayhew
Fashion Editor

Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of industry experience to the editorial team. Since joining in 2021, she has made her mark by blending luxury and accessible fashion, decoding runway trends, and curating must-have shopping lists. Before joining Who What Wear, Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. A graduate of the University of Notre Dame, Sierra translates editorial expertise into viral social content, making fashion engaging for a new generation. Her unique perspective is rooted in her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.