Thanksgiving is all about gathering with loved ones, indulging in delicious food, and feeling grateful for the season. But let’s be real—it’s also about the outfit. You want something that looks polished for family photos yet feels comfy enough to handle seconds (and thirds) of pumpkin pie.
At Dress Up, we’ve put together the perfect guide to Thanksgiving Day outfits that balance comfort, style, and a little holiday sparkle.
1. The Cozy Sweater + Denim Combo
Nothing says Thanksgiving like a chunky oversized sweater. Pair it with high-rise denim for a casual yet chic look. Add ankle boots or loafers to pull everything together. Our camel and beige oversized knits are the perfect starting point—they’re slouchy, comfy, and totally on-trend.
Pro tip: Half-tuck your sweater into your jeans for a more polished silhouette.
2. The Effortless Sweater Dress
A sweater dress is basically the Thanksgiving MVP—it’s comfy, warm, and looks effortlessly put together. Opt for neutral shades like taupe or black, or go bold with autumnal hues like rust or olive. Style it with knee-high boots and a belt to accentuate your waist.
3. The Skirt & Sweater Mix
For a feminine twist, pair a flowy floral maxi skirt with a cozy knit on top. It’s festive, flattering, and perfect if you’re heading to a more dressed-up Thanksgiving dinner. Add delicate jewelry and booties to keep the look balanced.
4. Casual Chic in Layers
If your holiday plans lean laid-back, go for layering staples: a gingham tank under a cardigan, or a lightweight knit layered with a plaid shacket. This is a great option if you’re moving between indoors and outdoors throughout the day.
5. Comfort First: Leggings & Tunics
Sometimes, the best outfit is the one that lets you eat, lounge, and play games without a second thought. A longline tunic sweater with faux leather leggings strikes the perfect balance between stylish and ultra-comfy. Throw on sneakers or booties and you’re ready to go.
Shop Thanksgiving Looks at Dress Up
No matter what your Thanksgiving plans look like—family feasts, Friendsgiving brunches, or cozy dinners at home—Dress Up has you covered. From oversized sweaters to chic sweater dresses and maxi skirts, you’ll find everything you need to celebrate in style (and comfort).
This holiday, look good, feel good, and focus on what matters most: family, friends, and gratitude.