I'm always looking for a reason to stock up on cozy items, and Thanksgiving inspires a mini shopping spree for me. It's an excuse to buy a new sweater, this season's rendition of cozy Uggs, and maybe an accessory or two. Thanksgiving is the kind of weekend where I squeeze it all into a carry-on, so "fewer but better" is the mantra. If you're wondering what I'm packing this year, allow me to indulge you.
The best items in my closet are the ones that are extremely comfortable while still looking dressed up. I imagine myself on Thanksgiving Day wearing a cozy sweaterdress that looks like a fashion statement but feels like wearing a blanket. Below, I've curated a list of items that fall into that category. Enjoy.
Polo Ralph Lauren
Cable Wool & Cashmere Half-Zip Sweater
Not your dad's sweater.
Jenny Bird
Nova Huggie Hoop Earrings
Gold jewelry is the accessory that can make a casual outfit feel more elevated when the turkey is served.
ALIGNE
George Faux Fur Collar Wrap Coat
The coat of my dreams.
Vuori
Halo Low Rise Slim Flare Pant
I'm convinced these are the best active on the internet.
Dries Van Noten
Jacquard Cashmere and Wool Vest
Layer away.
B-Low the Belt
Leighton Leather Belt
The perfect belt to make your "lazy" wardrobe instantly look put together.
R13
Distressed Boyfriend Jeans
I'm here for slightly distressed denim.
Anthropologie
Woven Shoulder Bag
A shoulder bag worth considering.
Free People
Ameena Sweater Skort Set
Me if my Thanksgiving was going to be spent in California.
adidas
Gazelle Indoor Shoes
Obsessed with It-girl sneakers.
H&M
Oversized Knit Sweater
My kind of holiday sweater.
Banana Republic
Marled Wool-Cotton Fringe Sweater
This is going in my suitcase.
J.Crew
Collection Suede Bomber Jacket
Soft-as-skin suede.
H&M
Draped Asymmetric Top
This with cool jeans to feel all dressed up for the holidays.
Madewell
Easy Y-Neck Button-Up Shirt
This oversize shirt is a gem, especially under a chic sweater.
Éterne
Ribbed Tee
I have a top like this that I wear on repeat.
COACH
Brooklyn Glazed Leather Shoulder Bag
Prancing around your hometown looks even better with this bag by your side.
ZARA
Faux Suede Bomber
Another jacket that reads as "fall."
PAIGE
Dakar Cardigan
Loving the Nordic design on this sweater.
Prada
Suede Booties
I'm obsessed with these.
FRAME
X Amelia Gray the Gray Rigid Low-Rise Bootcut Jeans
I'm here for this silhouette.
Ralph Lauren
Featherweight Wool-Cashmere Sweater
Carry this one into the après-ski season.
Open Edit
Bias Satin Low Rise Flare Pants
These pants were made for Thanksgiving turkey.
CHANEL
Oval Eyeglasses
I've been investing in my prescription eyewear for my homebody moments.
De Loreta
Valeria Knit Dress
If your family's Thanksgiving dinner is fancy enough to wear this dress, invite me.
Levi's
Low Loose Women's Jeans
Everyone deserves a good pair of baggy jeans.
SIMKHAI
Stefi Draped Mini Dress
I'm all about the draping.
LE BOP
Rae Arglye V Neck Sweater
Under-$100 sweaters are the best.
Free People
We the Free Most Loved Long Sleeve
Obsessed with this tee.
Reformation
Clarissa Cashmere Faux Fur Bolero Set - Black
A nice way to dress up your jeans for dinner.
GUEST IN RESIDENCE
Grizzly Cropped Striped Brushed Cashmere Polo Sweater
My favorite colorway.
CHANEL
Coco Crush Ring
Incredible jewelry will be the perfect conversation starter amongst your in-laws.
MANGO
Mock Neck Sweater
She's a beauty.
Aritzia
Legendary Solid Brass Slim Belt - Smooth Leather
This belt is incredible.
English Factory
Polo Mixed Media Mini Dress
I always think about sweaterdresses when I think about Thanksgiving.
Reformation
Owen Jacket
Throwing this jacket over anything comfortable will instantly make you feel amazing.
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.