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Home Fashion

6 Warm Classy Outfits for Your Thanksgiving Family Gathering

Jen Fisher by Jen Fisher
2024/10/14 - Updated on 2025/05/21
in Fashion
Warm Classy Outfits for Your Thanksgiving Family Gathering

No doubt Thanksgiving is one of the most celebrated holidays with families, and starting with the right Thanksgiving decorations makes it even more thoughtful and appreciative of this special holiday. Once you’ve set the Thanksgiving fall atmosphere at home, match it by styling yourself with something classier and warmer this holiday season.

You can choose a turtleneck sweater, cardigan, blazer, jeans, skirt, wide-leg trousers, and whatnot. The options are limitless, but make sure to leave space for your post-feast tummy!

But this year let’s not stick to these general ideas, because here we’ve compiled a short but must-checkout list of 6 warm and classy outfits for this Thanksgiving holiday season.

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  • 1. Cozy Knit Dress with Knee-High Boots
  • 2. Turtleneck Sweater with a Midi Skirt
  • 3. Blazer with Wide-Leg Trousers
  • 4. Oversized Sweater with Leather Leggings
  • 5. Cashmere Sweater with High-Waisted Jeans
  • 6. Slip Dress with a Chunky Cardigan

1. Cozy Knit Dress with Knee-High Boots

Knitwear is always a good option because of its stretchability and comfort, and on Thanksgiving, it will give you room for your holiday feast-expanded tummy. It’s best to go for a thick, ribbed knit dress, and try to consider fall colors like orange, burgundy, or mustard.

Cozy Knit Dress with Knee-High Boots
Chrissy Teigen rocks a cute fall ensemble as she heads out to run some errands on Wednesday afternoon (September 28) in New York City.

Pair this look with leather or suede boots in black, brown, or neutral shades. And we all know no holiday outfit is complete without accessories, so try a belt to cinch your waist and a warm scarf in a complementary color to match your overall look.

2. Turtleneck Sweater with a Midi Skirt

If you’re a midi skirt lover, check out this combo. How about wearing a soft turtleneck in warm tones like camel, cream, off-white, or deep green? Pair it with a flowy midi skirt in a complementary color (floral patterns work great!).

Turtleneck Sweater with a Midi Skirt

For shoes, ankle boots are perfect, but if you’re a fan of loafers, those work too. If you’re heading out for a Thanksgiving gathering, a long coat on top will complete the look.

3. Blazer with Wide-Leg Trousers

Blazers are a favorite outfit for many, and an oversized checkered-print blazer in neutral colors can make your holiday look pop. This pairs well with high-waisted, wide-leg trousers in complementary tones like gray, navy, or black.

Blazer with Wide-Leg Trousers

If it gets chilly, layer with a lightweight knit or silk blouse. Pair this whole look with block-heel pumps or heeled boots to keep it classy and sassy.

4. Oversized Sweater with Leather Leggings

Leather leggings are everyone’s favorite, and when paired with a chunky knit or oversized sweater, it becomes the perfect Thanksgiving look. Leather leggings give you a stylish and comfortable vibe when they are worn with ankle boots or chunky sneakers

Oversized Sweater with Leather Leggings

For accessories, consider a necklace or chunky scarf to complete the look.

5. Cashmere Sweater with High-Waisted Jeans

If you’re a woman who wants a luxurious look, nothing beats a burgundy or deep blue cashmere sweater paired with high-waisted jeans. The jeans keep your look casual yet put together.

Cashmere Sweater with High-Waisted Jeans

For footwear the options are limitless but it’s best to consider ankle boots or classic flats for a comfortable yet polished touch. In the end add a stylish belt and layered necklaces to finish the look.

6. Slip Dress with a Chunky Cardigan

Have you ever tried pairing a slip dress with a chunky cardigan? If you wear it in a rich color like deep emerald, navy, or bronze with a thick oversized cardigan, you’ll make a statement.

Slip Dress with a Chunky Cardiganh-Waisted Jeans

For shoes, pair it with heeled boots or block heels for a dressier touch. Minimal accessories like hoop earrings or a dainty necklace will add a sophisticated touch.

To wrap things up, your Thanksgiving look should be as warm and inviting as the celebration itself. Make sure to prioritize comfort first to enjoy the holiday to the fullest, and of course, with these six options above, comfort comes with style and a statement. So, try your favorite one and rock this holiday!

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Jen Fisher

Jen Fisher

Jen is a senior content writer at Fashionuer, specializing in fashion trends and celebrity style analysis. With over 5 years of experience covering red carpet events, designer collections, and pop culture icons, she brings in-depth industry insight to every story. Her passion for decoding celebrity fashion moments and exploring the evolution of modern style makes her a trusted voice for readers who want more than just the headlines. When she's not writing, Jen enjoys researching the cultural impact of fashion and following the latest buzz from Hollywood to Paris Fashion Week.

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