Dressy or Casual Thanksgiving? These 10 Outfit Ideas Are Easy (And Comfortable!)

Thanksgiving Outfit Ideas

What do your Thanksgiving plans look like this year? It’s right around the corner and on top of everything else you have to think about, you may be thinking, “What the heck am I going to wear!?” There’s the food, who’s bringing what, table settings, centerpieces, etc… There’s actually a lot of thought and sometimes a great deal of stress built into this day. The last thing you want to worry about is what to wear. You’ll want to have that figured out ahead of time… and I’m here to help make choosing a Thanksgiving outfit an easy process!

If you need to bring a hostess gift to a Thanksgiving get-together, we share some great options here.


Thanksgiving outfit ideas, maje dress, Chelsea boots

Deciding On The Best Outfit

First, you want to think about the tone and environment of your Thanksgiving. Will it be super casual? Are you having or attending a more formal dinner? Will you be on your feet all day? Next, determine how you want to dress and how you want to feel. Sophisticated, elegant, extra-special, sexy…you can look polished (and be comfortable!) with just a bit of planning. Each of these outfit formulas are super easy and ideal for any Thanksgiving setting.

ever eve hooded blazer, Good American Good legs skinny jeans. Isabel Marant boots. thanksgiving outfit ideas


#1) Blazer, Jeans & Boots

For a casual Thanksgiving get-together, go for something like jeans, boots, and a blazer! The boots and blazer add a dose of sophistication and confidence to this outfit without looking overly “dressy” or stuffy. The hood on this blazer is removable if you want a less casual look. Also, it’s a great dupe for the Veronica Beard blazer and is a fraction of the cost!

For more Veronica Beard blazer dupes, check out this post.


motto jacket, oversized button down, jeans, isabel marant boots, fall Madrid, Thanksgiving outfit ideas


#2) Moto Jacket, Button Down, Jeans & Boots

This is another casual but elevated jeans outfit for those casual Thanksgiving lunches/dinners. It’s relaxed, but still very pulled together. The moto jacket adds an edgy vibe. An oversized button-down like this one allows for added comfort too (and it’ll hide a turkey-filled tummy)! You’ll look chic without trying too hard.

Thanksgiving outfit ideas, AG ex-boyfriend jeans, Paige blouse, Chelsea boots


#3) Blouse, Jeans & Chelsea Boots

If you’re looking for a more relaxed, casual outfit, go with a pair of trendy relaxed-fit jeans like my favorite Moussy Vintage jeans! I love the juxtaposition between the super feminine blouse with the edgier ripped jeans and combat boots. A lug sole boot like this is a good choice if you’re going to be standing on your feet all day.

Sizing tip: Size up one size in these jeans.


Thanksgiving outfit ideas, leather pants, white button down shirt, Bette bootie


#4) Leather Pants, Button-Down & Boots

These vegan leather pants by Commando are incredibly stretchy and comfortable. You might be thinking…how can that be possible?? But truly, they are! Leather or faux leather is festive and really adds a touch of sex appeal to your outfit. You could pair these pants with a lightweight sweater or bodysuit too and wear them straight through the holiday season to get the most bang for your buck. The fit is amazing and very flattering!

Thanksgiving outfit ideas, Zadig & Voltaire dress, Golden Goose sneakers


#5) Dress & Sneakers

A perfect combination of dressy and casual, this long sleeve dress and sneakers are ideal for ultimate comfort. The pattern on the dress is so lovely for fall. You can’t see it in the photos but there’s a light metallic thread throughout that just makes the material extra special. And, the adjustable tie waist allows you to control the fit. Even if it’s not this exact printed dress, something like it in your closet might work! If you need to dress it up, add some heels instead of sneakers.

Thanksgiving outfit ideas, Solani dress, Vince Camuto tall brown suede boots


#6) Maxi Dress & Tall Boots

No better way to hide that extra helping of stuffing than with a maxi dress that skims the body! Pairing a long dress with tall boots is so chic and stylish and will also keep you warm. I’m not usually a print person, but the fabric and details on this dress are just stunning. And, it IS comfortable too.

Thanksgiving outfit ideas, Maj dress, chelsea boots


#7) Dress & Chelsea Boots

This is a fun and flirty look that still feels festive and sophisticated. This dress is sold out in blue but it’s available in a pretty brown tone that would be gorgeous for Thanksgiving. And, it’s on sale! There are just a few sizes left if you want to scoop one up! You could easily swap out the Chelsea boots for a pair of black booties or heels.

Thanksgiving outfit ideas, Zadig & Voltaire Rita dress, Bette botties


#8) Maxi Dress & Heeled Booties

Unfortunately, this exact dress is sold out but a maxi dress and heeled booties are a one-and-done, easy way to look pulled together with minimal effort. This is definitely the most dressy option if you need an outfit for a more formal Thanksgiving dinner setting. I also linked a very similar dress under the photo above.

Thanksgiving outfit ideas, IRO skirt, IRO blouse, Vince Camuto tall suede bootsThanksgiving outfit ideas, IRO skir, moto jacket, Spanx body suite, bette booties


#9 & #10) Skirt & Boots 2 Ways

I know this looks like a dress but as you can see in the second image, it’s actually a blouse and skirt. This would be a versatile set to pack if you’re traveling over Thanksgiving. You can wear the blouse with jeans or the skirt with a bodysuit and a moto jacket. 2 pieces, 3+ looks!

So, do you have any exciting plans for Thanksgiving this year? Are you traveling or staying close to home? Please share in the comments. I always love to hear what you ladies are up to!
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Thank you SO much for stopping by.

How To Manifest Anything, Fashion blogger Erin Busbee of Busbee Style wearing an orange and blue Staud Ina dress with white sunglasses walking around in Telluride, Colorado
Erin Busbee
After a decade in TV news, a desire to help women "look pretty" sparked a career pivot. I started my own wardrobe consulting business, styling "real" women for many years. In 2014, I changed direction again, using my TV background and styling expertise to launch this website and my YouTube channel. We are now a community of nearly 700,000 dynamic, vibrant, amazing women over 40... who know that age isn't something you need to hide from. For us, life is just getting started!!
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