The ultimate guide to stylish (yet comfortable) holiday dressing.
Jessica Teves, Head of Content
I might be in head-to-toe loungewear this Thanksgiving, but that doesn’t mean it’ll be casual—I’m piling on the gold jewelry and just going for it. This gorgeous token from designer Jessica Hendricks Yee is the perfect addition to my stack of necklaces, and I love the symbolism of the stars being an expanse of guidance and wonder.
So much yes to these mushroom-colored woolen knit lounge pants. Did I mention they have an elastic waistband?! Chic and functional, which is exactly what I need in my life right now.
Monochrome for days—That. Is. All. This loungy turtleneck-and-scarf set perfectly matches the mushroom pants for a look that says, ’Let’s do this, Thanksgiving!’—but with style, obviously.
Hannah Baxter, Senior Beauty Editor
I spend Thanksgiving with my sister and sister-in-law in Brooklyn, so it’s pretty casual all around when it comes to outfits. There’s also two dogs and a cat spending the holiday with us, so I can’t be too precious with whatever I’m wearing. Cue cashmere track pants, the ultimate in comfort and stretch. No matter how much turkey, stuffing, and martinis I consume, I still feel cozy, and there’s no need to undo the top button of my pants.
Try as I might, I’ll inevitably splash something on myself during either the cooking prep or dinner, so a dark cotton top is essential—if the gravy decides to get sassy, I can just throw this top in the wash. I also love the classic breton stripe for a slightly more elevated look than a regular t-shirt.
In the spirit of dressing up for the holiday, I’ll channel most of my energy into my jewelry game. This gold-plated chunky chain is ideal for layering with my daintier pieces, while also being crazy affordable.
Halle Lagatta, Associate Creative Producer
This dress is perfect for a casual holiday with my fashion-obsessed fam. It serves understated chic, while my mom serves her famous stuffed mushroom hors d’oeuvres. The empire waist is perfect for extra servings of my favorite Briermere Farms apple crisp pie.
These shoes are so comfortable, I might as well be wearing my favorite slippers. They remind me of the cute shoes I wore with my Catholic school uniform in the best way. Nostalgic wardrobe choices are always great for family gatherings… you know to remind my parents that I’m their little angel right before Christmas.
To compliment my understated look, I’ll add in a spark of gold with these fabulous hoops that I wear 24/7. Thanksgiving or not, they add the perfect amount of luxe to any outfit.
Leya Kaufman, Head of Sales
We’re staying in this year, but that won’t stop me from feeling fall festive in plaid. It also will be my first Thanksgiving in New York, so the weather will likely call for a seasonally appropriate oversized blazer. This one captures the cozy vibe that I’m going for.
I live in leggings these days and have no intention of straying from that style streak on Thanksgiving. The right pair of leggings can pull an outfit together and offer room for an over abundance of dessert.
Finally, this combat boot will complete the look. It’s edgy enough to keep the outfit grounded but also comfortable enough to double as a slipper. In other words, these are the perfect shoes for a night in.
Rachel Pickus, Creative Associate
In my eyes Thanksgiving isn’t Thanksgiving without a cozy fire, decadent feasts, and layers of dreamy knitwear. Since I’ll be braving the frigid Chicago weather this year, I’m planning to keep warm with this fluffy cropped sweater.
Even though I won’t be straying far from home for the holidays, I plan on making the concerted effort to *not* bum around in my pjs. Instead, I’ll be swapping in something that’s a little more dinner-table-appropriate such as this pair of cream corduroy trousers.
For the cherry on top, I’ll be treating myself to the most whimsical earrings! I mean with a year like this one we all deserve a little added bling.
Camille Freestone, Writer
Boxy dresses like this one are a favorite when I don’t want my clothes to be constricting—the ultimate goal of Thanksgiving. Though technically a nightgown, the elegant bow elevates the dress with a holiday-ready twist. Not going to lie, I may be setting myself up for failure in the all white ensemble but I’ll just have to be extra careful.
I’ll be in Texas for the Holidays this year and while my dress caters to the high temps, I am using footwear to remind myself that it’s still fall. I scored a pair of these fabulous Tamara Mellon boots on the RealReal last year and haven’t been able to stop wearing them since.
With the high neckline and long sleeves of my dress, the focus for jewelry is definitely on the ears and you really can never go wrong with a pair of gold hoops—sometimes the family doesn’t understand all of the fashion items more commonly found in NYC. These sculptural earrings instantly modernize the romantic feel of the dress to round out the look.