Just because Thanksgiving comes around every single year doesn’t mean it’s any easier to pick out an outfit that’s just right for the holiday. For one, dressing up for a not-quite-midday meal can be tricky (especially if you get thrown on kitchen or serving duty), and for another, comfort should be key when eating and hanging out is the main goal of the day. Here are 19 Thanksgiving outfit ideas so you can look cute and feel comfy while tucking into a second or third slice of pumpkin pie.
19 Thanksgiving Outfit Ideas, From Faux-Leather Leggings to Easy Sweater Dresses
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1. A Belted Shirt Dress
The beauty of a shirt dress is that, depending on how you style it, it can read professional or casual. At work, pair yours with simple pumps; for Thanksgiving dinner, swap the pumps out for low-heeled ankle boots or white sneakers, which add an effortless air to a gem-toned midi.
2. A Wrap Dress
Is this the most flattering silhouette in the world? Highly possible. A wrap dress highlights your waist at its smallest point, and looks great on any body type, since the waist-cinching style creates an hourglass effect, regardless of your actual measurements.
3. A Printed Jumpsuit
If a wrap dress is the world’s most flattering silhouette, a jumpsuit is the world’s easiest outfit. This pull-on-and-go piece is all about styling: Worn with sneakers it reads casual cool, but with any kind of heel it’s holiday dinner-ready.
4. Flared Jeans
Pants that let us fake mile-long legs? Sign us up. Flares might be reminiscent of the '70s, but today’s sleeker, leaner cuts are thoroughly modern, meaning you won’t trip on any voluminous bell bottoms. Look for a darker—or even black—wash that’s extra slimming and wear them with everything from wedges in the summer to heeled boots when the temps drop.
5. An Oversize Button-down
A slightly loose-fitting button-down is relaxed, comfortable and super chic, with a borrowed-from-the-boys effect. Scrunch up the sleeves and undo the top few buttons to keep it from looking too stuffy, then wear it with leather leggings (more on those later), a silky midi skirt or anything in between.
6. A Sweater Dress
Wish you could just wear a blanket out? That’s basically the premise behind a sweater dress—although it’s far more flattering than your living room throw. Add on a pair of fall boots and you’ve got a timeless two-step outfit formula you can wear from now through spring.
7. A Sweatshirt Dress
Just when we thought it didn’t get any cozier than a sweater dress, we remember that sweatshirt dresses existed, and immediately added one to our cart. Slightly more casual than a sweater dress, it’s ideal for more relaxed get-togethers.
8. Cropped Trousers
These babies can take you from work to the weekend, but it all depends on how you accessorize them. Also, keep fit in mind: You want them to skim your curves and hit just above the ankle. For Thanksgiving, we’d go full Audrey Hepburn and wear ours with a slim-fit sweater and simple ballet flats.
9. An A-line Miniskirt
No offense to the midi or maxi but miniskirts are the way to go if you’re looking to highlight your gams. An A-line silhouette is doubly flattering, as it shows off your waist before floating away from the hips and thighs. As it gets colder, wear yours over a pair of thick tights, or slip into an equally flattering pair of knee-high boots.
10. A Belted Midi Dress
Another ultra-flattering option, the belted midi cinches your waist while hitting at an ideal point on your calf—especially if you're wearing any kind of heel (yes please, snake print booties). Also keep in mind that because this is a pretty modest silhouette, you can have a little more fun with colors and prints, like this bold red-orange shade.
11. A Pencil Skirt
Whether or not you work in a business-professional office, a pencil skirt is a total wardrobe staple. The beauty of this style is that you can amp up the formal vibes with a blazer and pumps, but it can also be easily dressed down with a half-tucked T-shirt and loafers. Something to keep in mind: Pencil skirts are notoriously hard to wear off-the-rack, so this is one piece you’ll want to take to the tailor.
12. Paper-bag Waist Pants
These guys cinch your waist, create an hourglass figure and the high rise offers the illusion of longer legs. (Meaning, yes, you can wear them with flats.) Just make sure to pair with a slim-fit, tucked-in top to avoid looking sloppy.
13. A Fitted Turtleneck
A true wardrobe hero, wear your fitted turtleneck with skirts, pants, under dresses and with jeans—it actually goes with everything. A solid, neutral-hued version will quickly become your chilly-weather go-to, but a ribbed knit will also get just as much wear.
14. A Knit Skirt
Like the pencil skirt’s slightly more rebellious cousin, a knit midi bridges the gap between cozy and professional. AKA, it’s just the thing you want to be wearing while scarfing down mashed potatoes and cranberry sauce.
15. Leather Leggings
We're not talking about the lounge leggings we reserve for lazy Sundays spent indoors. We mean the perfect pair of opaquer-than-opaque black leather or faux leather leggings that have the ability to make your stems look supermodel-long. Even your grandmother will be impressed.
16. A T-shirt Dress
Think of the T-shirt dress as the sweater dress for those of us who live in warmer climates. It’s totally effortless and unbelievably comfortable.
17. A Chunky Sweater
Does it get more quintessentially autumn than a chunky knit? We think not, which is why it’s long been a go-to for Thanksgiving celebrations. Wear yours loose over leggings or half-tucked into a pair of boyfriend jeans.

18. A Wrap Top
Much like a wrap dress, a wrap top is ultra-flattering and beyond easy to wear. Trust us, with skinny jeans and heeled booties or cropped culottes, it just works.
19. A Plaid Blazer
Not done with that summery, spaghetti strap slip dress just yet? Throw an oversize blazer on top, add white sneakers and call it a day. (If you’re not a dress person, this little number would also look incredible atop your favorite jeans and white T-shirt.)