3 Comfortable and Stylish Thanksgiving Outfits

Thanksgiving is next week (I can’t believe I’m already talking about Thanksgiving!),  Believe it or not, it’s time to think about what you’re going to wear!  Or am I the only one that plans her outfits a week in advance 🙈?  When I dress for the day, I’m not only thinking about looking good, it’s also important for me to know that my outfit actually functions.  Therefore, the most important feature of my Thanksgiving outfit is comfort. It’s got to be comfortable because I’ll be fitting as much food into my stomach as possible. 🙂  That means wearing loose dresses, pants that don’t dig into your waist, or skirts with an elastic waist.  Even if you don’t blow up like me after an eating one almond, I hope you can still take inspiration from these three outfit combinations.

Plaid Blazer + Sweater + Black Jeans + Ankle Boots

This is a great combination for more casual Thanksgiving dinners (and for pleasing your Grandpa).

Black jeans are my go-to when I want to look just the right amount of fancy. Fancy yet comfortable (you feel me?).  I love this fun kick flare from Everlane but you can wear your favorite and stretchiest pair with this combination.

To dress up the simple sweater and jeans combo throw on your favorite plaid blazer! I know I’ve said it before but you can’t go wrong because a plaid blazer is the must-have item of Fall. Trust me here and you will be the coolest girl at the table 😉.  Other than being trendy, it adds just the right amount of sophistication to the look.  Your parents will think you have all your s**t figured out (and maybe stop asking questions about your love life). After you’ve stuffed yourself, you can easily button the blazer and unbutton those pants 😜.

Since I’m not the biggest fan of wearing sneakers outside of the gym, I love wearing ankle boots as my casual, comfortable shoe of choice.


Outfit Details

Thrifted Plaid Blazer // similar here, here & here

Banana Republic Sweater // similar here, here & here

Everlane Jeans

Everlane Heel Boots

Goorin Bros Fedora 

Vintage Ralph Lauren Bag

Vintage Stone Ring

Jcrew Star Ring // this is fun triple stack

Colourpop Liquid Matte Lip in “Mama”

Silk Blouse + Corduroy Dress + Knee High Boots

Next up is a look that’s much more on the girly side of things (which I’m sure your mother would appreciate).

This corduroy dress has become a staple in my Fall/Winter wardrobe since I bought it 3 years ago.  It really has been that long and I’m sure I’ll be wearing for another 5! What I love about a corduroy dress is how easily it can be dressed up or down and can fit into anyone’s particular style depending on the accessories.  When adding a belt you can start off the day with a nipped in waist and gradually loosen it after each round of food😊.

I’m sure by now you’re familiar with layering turtlenecks under dresses and frankly everything these days.  While a striped version would also have looked great with this dress, I’m loving the play on textures with this silk blouse.  I also find that silk blouses add a level of elegance to any piece of clothing.

 Then for some warmth and a bit of rock and roll edge, I paired the dress & blouse with my trusty over the knee boots.  The polka dot tights are definitely optional but I thought they also added a bit of edge and playfulness to the overall look.


Outfit Details

Thrifted Silk Blouse // similar here

Top Shop Corduroy Dress // This F21 is an exact dup; some more similar dresses here & here & here

Zara Boots (similar herehere)

Thrifted Belt // This is a very similar one from Gap

Polka Dot Tights

Coach Bag

Chain Hoop Earrings // similar hoop earrings

NYX Soft Matte Lip Cream in “Budapest”


Turtleneck Sweater + Silk Skirt + Tall Boots + Bold Earrings


For the extra fancy dinners, pairing a turtleneck sweater with a silk skirt will definitely get you brownie points from your grandmother.

Because I’m 5’3, this silk skirt (vintage Ralph Lauren that I scored for $1 from a flea market 😜) is full length on me (short girl woes) but a midi length would also look great. Most importantly remember to pull or buy a skirt with an elastic waist for ultimate comfort 👌.

I find turtleneck sweaters pair really well with bold earrings because the sweater brings focus to the earrings.  I love these extra long vintage ones and how they gracefully graze the shoulders.

I will wear silk skirts all year round but when the temperature drops I switch out my sandals for my leather knee high boots.  I can’t explain it but the combination just works and looks so chic.


Outfit Details

Thrifted Turtleneck Sweater // similar here & here

Thrifted Silk Skirt // This one is really cute polka dot midi or this really fun wrap skirt

Banana Republic Boots // similar here

Vintage Belt // (similar herehere)

Thrifted Beaded Bag // similar here, here & here

Earrings from Mint Market // similar here

NYX Soft Matte Lip Cream in “Budapest”


Photography by Jacob Baccus


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