5 Holiday Outfits to Wear With Leggings

Two very important, relevant subject matters right now: leggings and holiday outfits. So naturally, we thought why not combine the two? Even better, why not bring some of your favorite stylish celebrities into the mix, e.g., Olivia Palermo, Kendall Jenner, and more? There's arguably been no bigger trend this year than leggings. They've surprisingly translated seamlessly to every season and have racked up a slew of celebrity endorsers (Rosie Huntington-Whiteley and Hailey Baldwin included).

Dressing for the holidays, meanwhile, can be a bit of a head-scratcher. You want to look like you tried without going to the effort of actually trying. (Hey, it's been a long year. We get it.) Enter leggings. While always comfy, when styled the right way, they can be polished, cool, and even holiday season–appropriate.

With that, keep scrolling to see and shop our top five holiday legging outfits, inspired by cool celebs who regularly wear them well.

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Faux Fur Jacket + Fancy Leggings + Platforms

Shop the Look: H&M Faux Fur Jacket ($70); Michael Lo Sordo Ruffle-Trimmed Leggings ($370); Topshop Magnolia Embroidered Platforms ($55).

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Kimono + Bodysuit + Leather Leggings + Glove Boots

Shop the Look: H&M Velvet Kimono ($80); Zara Shiny Strap Bodysuit ($20); Getting Back to Square One Iconic Leather Leggings ($920); Stuart Weitzman Clinger Mid-Calf Booties ($725).

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Bomber Jacket + Leggings + Ugg Boots

Shop the Look: Topshop Faux Fur Collar Bomber Jacket ($80); Alo High-Waist Airbrush Leggings ($82); Ugg Classic II Short Boots ($160).

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Trench Coat + Treggings + Ballet Flats

Shop the Look: J.Crew Icon Trench Coat ($298); J.Crew Pixie Pants ($98); Miu Miu Lace-Up Ballet Flats ($550).

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Oversize Sweater + Leggings + Sneakers

Shop the Look: Zara Shiny High Neck Sweater ($50); Madewell Knit Leggings ($35); Tibi Charlie Slides ($375).

Ready for more? Check out other comfy, stylish holiday outfit ideas.

Opening Image: Getty Images

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Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.