Thanksgiving Outfits For Women

November 7, 2023

Sarah Flint Alexandra Boot | Thanksgiving Outfits For Women

It’s hard to believe Thanksgiving is just a few short weeks away now that we’ve entered November! I always think of Thanksgiving as the official start to the holiday season – when we begin gathering and celebrating and getting extra time with loved ones. It’s a great marker in the year to recognize all we have to be grateful for and nothing beats being with friends and family over a delicious spread of food and cocktails. 

Of course part of the Thanksgiving fun is also deciding what to wear! Whether you dress up for your Thanksgiving or you keep it more casual (and comfy!), today’s post has a variety of outfits to inspire your Thanksgiving look this year. 

Thanksgiving Outfits For Women

Be sure to scroll to the bottom of the post where I have rounded up loads of pieces you can shop now to replicate the Thanksgiving Outfit Ideas shared here.

Sarah Flint Riding Boot

Mini Skirt with Riding Boots

I love a classic riding boot and think they look so chic paired with tights and an A-line mini skirt. This feels like a dressy but still casual Thanksgiving outfit.

Tweed Jacket with Jeans

Tweed Jacket with Jeans

Fall weather means it’s time for tweed! I love that tweed and lady jackets are having a moment this year and think they’re a great option for Thanksgiving. I love this red Veronica Beard jacket paired with jeans. For a more neutral option, I love this tweed jacket.

Chocolate Brown Outfit for Fall

Tailored Trousers 

I think trousers are a great alternative to jeans on Thanksgiving if you want to look polished but still be comfy. I size up in these viral Abercrombie trousers.

Plaid Wrap and Faux Leather Leggings I wit & whimsy

Leather Leggings with a Cape

Who is #TeamLeggings on Thanksgiving? Leather Leggings look dressy but have the blessed elastic waist so they are a favorite of mine – especially on Thanksgiving with all the food in store. Dress them up with a seasonal cape or oversized scarf.

All White Fall Outfit I wit & whimsy

Monochrome Outfit

Now I’m not suggesting you go to a holiday focused on eating in all white – maybe try camel? But a monochrome look is an easy way to look chic without a lot of thought.

Fall to Winter Travel Outfit I Thanksgiving Outfits For Women | wit & whimsy

Sweater with Velvet Leggings

Dress up your leggings a bit and avoid looking like you didn’t try by doing a legging in a pretty velvet.

Pleated Midi Skirt I wit & whimsy

Pleated Midi Skirt

Ideal for dressier occasions, a pleated midi skirt could easily pair with a heeled bootie or if you live in a warmer climate, you could wear a pump or a heeled sandal with it.

Casual Fall Neutrals I wit & whimsy

Cozy and Casual Sweater Coat

Sweater coats are just the best and a perfect topper if you plan to spend a large part of your Thanksgiving lounging.

La Ligne Striped Sweater I wit & whimsy

Oversized Cashmere Sweater

For when you need to undo your top button on your pants, an oversized cashmere sweater is just the ticket to allow you to do so! Wearing above the La Ligne Marin Sweater.

Printed Pants | Thanksgiving Outfits For Women

Printed Pants

Love a print or color this time of year? Grab a pair of fun pants to celebrate Thanksgiving in! Ann Taylor is my go to for pants.

Fall Basics Pieces I wit & whimsy

Plaid Blazer with Jeans

My uniform this time of year is a plaid blazer layered over a cashmere sweater and jeans with a feminine flat. It’s a casual-cool look for Thanksgiving and likely can be replicated without buying anything new for your closet.

Thanksgiving Outfits For Women

Cozy Cardigan and Booties

If longer cardigans are the silhouette you feel best in, I recommend pairing it with an ankle boot that’s comfy for standing and hanging out and adding a bit more style to the look.

You can use code WHIMSY15 for 15% off your purchase of Inez shoes including the style above.

Thanksgiving Outfits For Women I wit & whimsy

Mini Skirt with Booties

A tweed mini skirt paired with tights and a sock bootie is a favorite Fall look of mine and a perfect Thanksgiving outfit when you and yours dress up a bit more for the holiday.

MM.LaFleur Jardigan Review I wit & whimsy

Wrap Cardigan and Black Pants

I love a belted wrap cardigan for hiding my Thanksgiving sins. This one is made from stretchy, forgiving fabric. Pair it with black jeans or black pants and a feminine flat.

M.M.LaFleur Fall Outfit - Thanksgiving Outfits For Women

Layered Blazer and Black Pants

Equal parts comfortable and put together, choose a high waisted but stretchy black pant and then add layers in Fall colors. You can pair the black pants with a pump or opt for a flat like a loafer or a mule. Top with a plaid blazer or more casual barn jacket

Sweater Dress with Booties - Thanksgiving Outfits For Women

Sweater Dress with Booties

A midi sweater dress will no doubt be comfortable enough all Thanksgiving day. Pair it with a pair of suede ankle booties with a heel to dress it up or sneakers if you’re going more casual.

Sarah Flint Dress Bootie - Thanksgiving Outfits For Women

Maxi Dress with Heeled Booties

If you plan to go all out with your Thanksgiving outfit, I recommend doing a maxi dress paired with heeled booties. To add a bit of a cool factor, you can top the dress with a leather jacket.

Sezane Lace Top + Levi's Straight Jeans

Lace Top + Slingbacks

I think a delicate lace top makes for the perfect Thanksgiving shirt if you’re going more casual. It is slightly dressy but still can be paired with jeans and a fun shoe like a slingback that’s comfy. Sezane makes all my favorite ones.

Paris, Perfected Membership | Thanksgiving Outfits For Women

Turtleneck Sweater Dress

I love a comfy, cozy sweater dress and one with a turtleneck is perfect for the cooler November weather. I like to pair mine with over the knee boots or knee high boots. And you could also belt it if you wanted. I think this is a super versatile belt

Favorite Paris Parks I Thanksgiving Outfits For Women

Floral Midi Dress and Boots

I love Fall florals and a midi dress with knee high leather boots is a great option for a dressier Thanksgiving gathering. Longer dresses are also great for not having to worry about crossing your legs under the dinner table or sitting around before or after the meal.

Thanksgiving Outfits For Women

Slip Dress and Leather Jacket

A easy one and done outfit! Don a slip dress with a leather jacket or even a little cropped lady jacket!

Thanksgiving Outfits For Women | Slip Skirt with Leather Jacket and Sarah Flint Boots

Slip Skirt and Cashmere Sweater

Similar to the slip dress outfit but with a nice elastic waist band. I like to pair my slip skirts with cozy cashmere sweaters come November and knee high boots. Perfect for a polished Thanksgiving look.

. . .

Hope you found this post helpful as you plan your Thanksgiving outfit! And enjoy the links below – curated by me for a variety of Thanksgiving outfit ideas as you celebrate this season.


Shop the Post


You May Also Like:

This post contains affiliate links. Should you purchase something from an affiliate link, I may earn commission, at no cost to you. Thank you for your support of my work!

[Top image via]

comments +

Leave a Reply

Your email address will not be published. Required fields are marked *