12 Modest Thanksgiving Outfit Ideas That Are Chic and Comfy

12 Modest Thanksgiving Outfit Ideas That Are Chic and Comfy

you’re here because you want to look cute at Thanksgiving without having to unbutton your jeans under the table after round two of mashed potatoes. 😅 Been there, done that.

Every year, the same question rolls around: What am I going to wear that’s cute, comfy, and won’t make me regret my life choices after dessert? So if you’re done with the too-tight dresses and the leggings-you-wore-for-the-third-time-this-week, I got you.

I’ve pulled together 12 modest Thanksgiving outfit ideas that strike the perfect balance between style and stretch. Whether you're heading to a formal family dinner or keeping it low-key at home, these looks will keep you cozy and camera-ready.


1. Chunky Sweater + Midi Skirt = Instant Fall Chic

Honestly, this combo might be my personal Thanksgiving uniform.

  • Why it works: You get all the cozy vibes from the oversized sweater, plus the flowy skirt means no waistband drama.
  • Pro tip: Go for a pleated or satin midi skirt to dress it up a notch. Add boots = boom, fashion blogger who?
Chunky Sweater + Midi Skirt = Instant Fall Chic

Bonus points: If you spill gravy on the sweater, just say it’s “part of the texture.” 😂


2. Long-Sleeve Maxi Dress (With Pockets, Duh)

Maxi dresses are a win for so many reasons, but mainly: effortless glam and room to breathe.

  • Look for wrap styles or tiered skirts for extra flair.
  • Floral, plaid, or jewel tones? All solid choices for fall.
  • Throw on a belt if you want to define your waist (or don’t—because stuffing, hello).
Long-Sleeve Maxi Dress (With Pockets, Duh)

FYI: Pockets are mandatory. Don’t settle.


3. Turtleneck + Wide-Leg Trousers

Nothing says “grown and stylish” like a tucked-in turtleneck and sleek trousers. It's giving CEO-on-holiday—but like, one who eats pie.

  • Pick a ribbed or lightweight knit turtleneck to avoid overheating when Aunt Carol cranks the heat to sauna mode.
  • Go for elastic or drawstring waist trousers if you value your dignity post-meal.
Turtleneck + Wide-Leg Trousers

Add loafers or low heels, and you’re golden.


4. Cozy Knit Dress + Knee-High Boots

This is the cozy girl aesthetic at its finest.

  • Stick to neutral tones or deep fall hues like burgundy, camel, or forest green.
  • Knee-high boots add a dash of polish (and keep your legs warm when someone inevitably insists on going for a “walk” after dinner 🙄).
Cozy Knit Dress + Knee-High Boots

Optional: Layer a belt or long necklace if you want to look “put-together,” even if you're emotionally melting like the sweet potato casserole.


5. Plaid Shirt Dress With Tights

If your family leans casual but you still want to look cute for pics, this one’s a go-to.

  • Choose a longline flannel dress that hits at or below the knee.
  • Pair with opaque tights and Chelsea boots for that “I didn’t try too hard, but yes I still look fab” vibe.
Plaid Shirt Dress With Tights

And hey, plaid? It's basically the unofficial uniform of fall.


6. Cardigan + Slip Dress Combo

Want something that transitions from cooking chaos to candlelit dinner? This is it.

  • Slip dresses feel elegant, but a chunky knit cardigan makes them family-dinner appropriate.
  • Look for satin or knit versions of slip dresses in darker shades for fall.'
Cardigan + Slip Dress Combo

This outfit screams, "Yes, I baked the pie from scratch.” Even if it was store-bought. 😉


7. Sweater Vest + Button-Down + Leggings

Okay, hear me out—sweater vests are having a moment, and I am not mad about it.

  • Layer over an oversized white button-down for a relaxed but stylish look.
  • Finish with thick leggings and chunky sneakers or ankle boots.
Sweater Vest + Button-Down + Leggings

This look = academia meets pie consumption. You’re welcome.


8. Denim Midi + Balloon Sleeve Top

Denim, but elevated.

  • A denim midi skirt gives off “cool aunt” energy. (Even if you’re not one yet. Manifest it.)
  • Pair with a balloon-sleeved blouse for a modest, put-together vibe that still lets you breathe.
Denim Midi + Balloon Sleeve Top

Trust me—balloon sleeves = instant drama without any actual effort.


9. Velvet Everything, Please

Velvet just screams “festive,” doesn’t it?

  • Try a velvet midi dress, or even velvet pants with a flowy blouse.
  • Dark green, navy, or rust shades = chef’s kiss.
Velvet Everything, Please

It’s luxe without being over-the-top. Just don’t spill cranberry sauce on it unless you want a permanent abstract pattern.


10. Duster Cardigan + Jumpsuit

This one’s for when you want zero outfit stress.

  • A jersey or knit jumpsuit is super comfy and flattering.
  • Throw on a longline duster cardigan for coverage, warmth, and a touch of drama.'''
Duster Cardigan + Jumpsuit

Pro tip: Go for a wrap or wide-leg jumpsuit so you don’t feel like you’re wearing a onesie from 2009.


11. Tunic Sweater + Faux Leather Leggings

Edgy but still family-appropriate? We love to see it.

  • Tunic sweaters are great because they cover everything you want covered—and still look chic.
  • Faux leather leggings add just the right amount of ✨sass✨.
Tunic Sweater + Faux Leather Leggings

Finish with sneakers or combat boots, depending on how extra you’re feeling.


12. Matching Knit Set (Yes, You Can Wear a “Co-ord” to Thanksgiving)

I know, I know—matching sets sound like they belong in a TikTok try-on haul. But trust me, they’re worth it.

  • Look for modest-fit knit sets (like a sweater + midi skirt or wide-leg pants).
  • Pick rich tones like cocoa, cream, or olive.
Matching Knit Set

Not only is it chic, but it’s basically pajamas you can wear to the table. That’s called winning.


Quick Tips to Nail Your Thanksgiving Look

Okay, let’s wrap this with some no-nonsense advice:

  • Avoid tight waistbands. You’ll thank yourself when it’s time for pie round two.
  • Layers are key. You never know if your cousin’s house is going to feel like Antarctica or the surface of the sun.
  • Accessorize smart. Statement earrings, a belt, or a cute headband go a long way without making your outfit complicated.
  • Shoes matter. If you're standing around a lot (or chasing toddlers), go for flats or block heels.

And seriously, comfort doesn’t mean boring. You can 100% show up looking fabulous and still sneak an extra dinner roll when no one’s looking. 😉


Final Thoughts: Cute AND Comfy? Yes, Please.

Thanksgiving should be about gratitude, good food, and stretchy pants cleverly disguised as fashion.

You don’t need to suffer through stiff fabrics or dresses that scream “look at me!” when you’re just trying to avoid being seated next to Uncle Bob and his political hot takes.

So whether you're team leggings or team velvet everything, I hope you found at least one outfit idea that makes you think, yep, that’s the one.

And hey—if all else fails, oversized cardigan + confidence = unstoppable.

Now go plan your look, prep your plate strategy, and try not to spill gravy on your outfit this year. (No promises on my end 😬.)

Happy styling, and happy Thanksgiving! 🧡

InsightOverflow

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