Cute & Comfy Thanksgiving Outfit Ideas (For All Scenarios)

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If anyone else is in need of a distraction, let’s talk Thanksgiving. And before you groan (I get that Thanksgiving can be…fraught, some years more than others), let’s focus on the one part of Thanksgiving we can solve: the outfits.

The best Thanksgiving outfits are comfy and cute, and a *little* elevated. Even the most casual of Thanksgiving outfits *cough*sweatpants*cough should have a festive element, whether it’s a bright lip (my personal fav), cool earrings, or even a giant, silk scrunchie swirled into a messy bun.

8 Thanksgiving Outfit Ideas That Are Comfy, Cute, And Perfect For All Kinds of Scenarios

Among our team, Thanksgiving outfits have run the gamut—from cozy sweatpants to festive sequins, from light, silky camis to wool layers (and tights!!)—depending on the kind of Thanksgiving we’re enjoying that year. So, here are a few Thanksgiving outfit ideas, whether you’re cooking the whole meal yourself, spending it with family, staying on the couch watching football…or heading out somewhere special.

If Your Thanksgiving Is Usually Formal: Dresses + Tall Boots

If you like to Get Dressed for Thanksgiving, then put on a dress. We will always and forever love a day dress + tall boot combo, but if you are worried you’ll be too hot, swap the tall boots for a pair of heels once you arrive.

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Sweater dresses are a particular favorite – there’s seriously nothing cozier, or a shirt-dress, done in a seasonal hue, will always work. Frankly, I’m always a little excited to find a really well-executed plaid dress, and this one from Doen is a stunning example. The Katerina Dress from Anthropologie is another good option, and is available in petite, plus and regular sizes.


If Everyone Shows Up in Sweatpants: Matching Set

I LOVE a good sweatpants moment for Thanksgiving. The trick to keeping things feeling festive is to add enough jewelry (for me that’s big earrings) and to make sure my hair and makeup is done.

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My go-to sweatpants set for the last year has been these GAP cargo pants + hoodie (in black)…and they’re still in heavy rotation. I think it’s the wide-leg silhouette that’s the charm! That said, I have been staring at that SKIMS set for a while because it comes in this gorg emerald green.


If You Just Want To Look Kinda Cute: Overalls + Fuzzy Slip-Ons

One step up from sweatpants, but almost as comfortable? Overalls. Also, eat as much as you want – nothing will dig in.

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I like my overalls with a little skin showing – I usually just wear mine over a tank top. For a little extra, uh, festiviness, try layering overalls over a sheer, long-sleeve top + bra combo. Lastly, if you tend to get cold, a cardigan can be layered over the entire thing. Just make sure the cardigan has some heft – a chunky one works better than a lightweight one.


If You’re Hosting: Lightweight Tops + Cute Apron

For hosting, the goal is to wear something that’s cute enough…but something you won’t get overly hot in, nor will it have any sort of dangling sleeves/cuffs/tassels to get in your way. Also: CUTE APRON.

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Our Place has some really cute aprons, but Abby (our resident apron-lover) also swears by Hedley + Bennet aprons.


If You Order In (But Still Make A Tablescape): Long Skirts

If you are the kind of person who is more likely to call Whole Foods for the complete Thanksgiving dinner…and then unbox with fanfare onto a pretty table covered in linen napkins and tea lights…OMG ME TOOOOOO.

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Nothing says Festive like a twirly skirt (it’s what I always *think* I want to wear), but honestly, I have that cashmere column skirt and it’s freaking GREAT. I may wear it with the matching cashmere tank this year (I get hot in the kitchen).


If You Disagree With Your Relatives Politically: Good Luck

You don’t have to go there, but if you want to….

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The pearls and bows with boyish trouser jeans and a VERY CLEAR MESSAGE are an amazing combo. 😉

Aaaand here’s a few other options that cracked me up (thanks to Laura for the ‘I DISSENT’ sweatshirt):


If Your Thanksgiving Revolves Around Football: Jerseys + Drawstring Jeans

Actual jerseys for the fans, otherwise a vaguely sports-themed sweatshirt will do.

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Instead of leggings or sweatpants, maybe swap for pair of reallllllly soft jeans, complete with a drawstring waist??


If You’re Headed To a Friends-Giving: Charming Sweaters + Statement Jeans

Friends are for fun…so let’s make the outfit look like it.

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We love a playful vibe, and these sweaters (actually, one is a sweatshirt) are festive, fun, and just a little more interesting than the usual. Up the ante with statement jeans (also…can we talk about this pair??!! Gahhh so ridiculously soft and glam) and finish the look off with flats (if you’re walking) or a classic black boot if you’re not (wow – that one is perfection).

Hang in there, Gang.

xo,

S

8 COMMENTS

  1. Yes very much in need of a distraction! Words can’t express my level of… well how about what in the actual F$&k….
    Anyways it’s the packaging on the Gucci lipstick for me. How could that not make one happy!!

  2. Love your blog and especially Shana’s writing, but perhaps you should leave politics ( or subtle political insinuations and hints ) out of it.

  3. Thanks for not ignoring what’s going on, Shana. We all need the distraction, but it would be disingenuous not to address it, and as always, I appreciate you. Many of us can’t “leave politics out of it” the way the privileged can.

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