Thanksgiving Chic: 5 Outfits for a Stylish (& Comfy) Celebration

As the leaves turn golden and the air starts to chill, Thanksgiving dinner preparations are underway. It’s a time for gratitude, delicious food, and quality time with loved ones. Whether you’re hosting the feast or simply enjoying a cozy gathering, having the perfect Thanksgiving outfit can make the day even more special. Whether you’re dressing up for a fancy gathering, or staying casual for a Friendsgiving, we understand the importance of looking chic while staying comfortable. That’s why we’ve put together a list of comfy chic styles for Thanksgiving that will make you feel fabulous throughout the festivities!

1. Sweatpants and a Matching Sweater

Let’s start with the ultimate combo for comfort and style: sweatpants and a matching sweater. Pair your favorite neutral jogger with a cozy sweater in earthy tones like deep burgundy, forest green, or warm taupe to embrace the autumn spirit. You’ll look put together while staying comfy. Plus, a stretchy waistband allows you to enjoy all the seconds you want—yes please!

For a similar look with a more streamlined shape, you can easily swap your sweatpants for a pair of lightweight and breathable joggers. You can read all about how to build a stunning outfit around this comfy wardrobe staple in our article How To Style Joggers.

A woman wearing an olive green sweatshirt and heathered black sweatpants from Masseys.

2. Jumpsuit

Who says you can’t have the best of both worlds? A jumpsuit looks fabulous and feels as comfy as your favorite pajamas. Plus, it makes a fantastic addition to your everyday outfit collection once the Thanksgiving festivities have come to an end. Look for jumpsuits made from soft, stretchy fabrics that allow for ease of movement. Stuck on picking a color? Earthy and jewel tones are perfect for fall!

A woman wearing a purple jumpsuit from Masseys.

3. Dress with Leggings

If you prefer a more traditional Thanksgiving look, a dress paired with tights or leggings and tall boots is a timeless choice. Opt for a knee-length or midi dress in warm fall colors like burnt orange, mustard yellow, or rich brown. This classic ensemble strikes the perfect balance between sophistication and comfort.

A woman wearing a multi-colored dress with olive leggings and black heels.

4. Track Suit

For those who want to infuse a sporty-casual element into their Thanksgiving outfit, consider a track set with a matching sweatpant or legging and sweatshirt. Not only does it provide all-day comfort, but it also showcases a modern and trendy look. Plus, if your Thanksgiving crew is the type to go straight from the dinner table to the TV for some family football watching, you’re already dressed perfectly for the occasion. Here at Masseys, we love Vevo Active™, where you’ll find versatile style made to suit your every occasion. Accessorize with a chic crossbody or belt bag and some sneakers for an effortlessly stylish ensemble.

A woman wearing a black track set embellished with rhinestones from Masseys.

5. Oversized Sweater with Leggings

For a simple yet stylish option, match a cozy oversized sweater with your favorite pair of leggings. This combination is perfect for those who want to prioritize comfort while still looking elegant. Choose a sweater with an interesting texture or pattern to add some personal flair to your outfit, then accessorize with statement jewelry and ankle boots to take your look to the next level. Once you’ve filled up on turkey, stuffing, and a little bit of every dessert option available, you’ll head off into your post-dinner food coma feeling like you’re wrapped up in a cozy blanket, because you basically are!

A woman wearing an oversized sweater, black leggings, and black ankle boots.

Go Ahead, Get Cozy This Thanksgiving

Thanksgiving is a time for sharing happy moments with the special people in our lives and feeling comfortable in your outfit is a big part of enjoying the day. At Massey’s, we provide a wide range of styles and sizes (including plus sizes all the way up to 5X!), so every woman can find the perfect Thanksgiving outfit that makes her feel confident and comfortable. Whether you’re dressing up for the occasion or keeping it casual, you’re sure to find a stunning Thanksgiving outfit that allows you to savor every moment of the holiday with style and ease.


What are your tips and tricks to building the perfect look for Thanksgiving? Let us know in the comments below, then tag us in all your holiday outfit pictures on Facebook and Instagram!

Tags: Athleisure, Athletic, Casual, Casual Fashion, Comfy, Holiday Fashion, special occasion, Thanksgiving, Vevo Active, Winter Fashion

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