The Cool Girl’s Holiday Lookbook

By: Elena Ossoski, Kate Abraham, Abi-Leigh Doss

Christmas and New Year’s Eve are quickly approaching. We’ve pulled together looks suitable for every holiday occasion that will guarantee you’ll be the best dressed wherever you go, featuring some of our favorite styles from some amazing small businesses, Village Tailor (@villagetailor_oxfordms) and Leeli + Lou (@leeliandlou)! Here’s your guide to staying in style while home for the holidays.

Outfit #1

Bring life to any party in a little sequin frock over a basic tee paired with your favorite boots to dance in.

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Tee: Zara, Dress: Leeli + Lou, Boots: Zara, Necklace & Earrings: Ellie Vail Jewelry

Outfit #2

Puff sleeves and silver make just the statement you are looking for - make it even more bold with a pair of your favorite bright joggers. P.S.: Dying over this feather bag! It adds the perfect finishing touch to your look.

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Top: Zara, Pants: Alice&Olivia, Boots: Zara, Earrings: Demarson, Bag: Loeffler Randall

Outfit #3

Who said blue jeans couldn't be dressy? Pair good ole pair of blue jeans with a sequin top and heels for a dressy but effortless look!

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Top: Zara, Jeans: Zara, Shoes: LuLu’s

Outfit #4

This outfit is an ode to what Blair Waldorf would wear if she came down south for the holidays.

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Dress: Revolve, Shirt: Old Navy, Boots: Ariat, Bag: BCBG, Necklace: Ellie Vail Jewelry

Outfit #5

This sweater has such a cool industrial vibe with the silver hardware on the sleeves, and make it pop even more with a silver metallic skirt! You are sure to turn heads in this outfit, especially with the subtle additions of blush pink and rainbow.

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Top: Zara, Skirt: Zara, Shoes: Loeffler Randall, Handbag: Loeffler Randall / Village Tailor, Earrings: Demarson / Village Tailor

Outfit #6

Nothing says holiday like red and black! Contrast fabric textures to elevate a classic color combo.

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Top: Ups & Downs, Pants: J. Crew, Shoes: LuLus, Bag: Loeffler Randall / Village Tailor

Outfit #7

The perfect look for anyone who would much rather be in New York City.

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Coat: Rachel Zoe, Jeans: Levi’s, Boots: Manolo Blahnik, Sunglasses: Amazon

Outfit #8

This outfit screams street style, so what better occasion to wear it than on New Year’s Eve when you are out on the town with your friends!

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Top: Sea New York / Village Tailor, Pants: Cinq a Sept / Village Tailor, Shoes: Pedro Garcia / Village Tailor, Handbag: Marc Jacobs / Village Tailor, Earrings: Demarson / Village Tailor

Outfit #9

These boots were made for walkin…..even if it’s just to the kitchen for another piece of pie. Ok but for real, can anyone ever go wrong with cheetah print for any occasion?

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Top: J. Crew, Jeans: Madewell, Boots: Dolce Vita, Bag: Tory Burch / Village Tailor

Outfit #10

Contrasting textures are the only solution when dressing for the holidays if sparkles aren’t for you.

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Top: Leeli + Lou, Pants: Rock It Rebel Vintage, Shoes: Steve Madden, Necklace & Earrings: Ellie Vail Jewelry

Outfit #11

For the one who wants to look put together and chic, pair your favorite bold blazer with a simple little black dress for an easy and sophisticated look.

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Dress: Lioness, Blazer: Cinq a Sept, Boots: Aquatalia

Outfit #12

An all black look is chic, flattering on anyone, and will never go out of style. Pair a colorful handbag or shoe with your outfit to add a pop of color.

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Sweater: Diane Von Furstenberg / Village Tailor, Pants: Brochu Walker / Village Tailor, Shoes: Loeffler Randall, Handbag: Marc Jacobs / Village Tailor

Outfit #13

Keep it casual on Christmas morning with an oversized knit and your favorite baggy jeans.