14 Casual-Meets-Convivial Outfits to Get Us In the Holiday Spirit

While the holiday season may look a little different this year that doesn’t mean we can’t immerse ourselves in the festive spirit! Whether it’s decorating our homes in full festive flair or adding a little embellishment to our loungewear, even the simplest jovial touches can lift our spirits and get us in the holiday mood.

With most of us will be staying close to home this year, we’re leaning towards cozy pieces that say it's the holiday season—without trying too hard. Below, I’m sharing some chic holiday outfit inspiration that strike the perfect balance of casual and convivial—ideal for just about every low-key occasion. Keep scrolling to get in the holiday spirit in style.

holiday-outfits-243808-1605623132870-main

(Image credit: Collage Vintage)

A plush pair of flowy velvet pants is a sure-fire way to get you in the festive mood. Pair with a casual sleeveless turtleneck for a chic holiday look.

Shop:

holiday-outfits-243808-1605640865017-main

(Image credit: @bubblyaquarius)

Opt for pajamas with that little something "extra". And if you're headed outside layer on an oversize blazer for a comfy-meets-festive ensemble.

Shop:

holiday-outfits-243808-1605623464781-main

(Image credit: @chloepierreldn)

A midi skirt in a sleek silky fabric is festive yet easy-to-wear. Style with a casual cropped cardigan. Shoes are optional!

Shop:

holiday-outfits-243808-1605571180170-main

(Image credit: @champagnemani)

Elevate your top game, and go for a shrug knit with festive metallic threading.

Shop:

holiday-outfits-243808-1605641261305-main

(Image credit: @anoukyve)

For a casual-chic look, pair silk wide-leg pants with a cozy cable knit sweater.

Shop:

holiday-outfits-243808-1605624110944-main

(Image credit: @emilisindlev)

Go for a knit sweater dress with lively details such as embellished buttons or a fair isle print. Finish the look with chunky boots and a red beret to really get you in the holiday mood.

Shop:

holiday-outfits-243808-1605625252785-main

(Image credit: @monikh)

The holiday season means it's time for festive pajamas. Opt for a silky set in a bold print. (And simply add a faux-fur coat, heels, and accessories to take your look out of the house.)

Shop:

holiday-outfits-243808-1605638302092-main

(Image credit: Christian Vierig/Getty Images)

Top off an all-black ensemble with a velvet jacket, blazer, or robe in an eye-catching color.

Shop:

holiday-outfits-243808-1605634504165-main

(Image credit: @modestmira_)

Houndstooth prints are always a hit during the holidays. Wear them with loose jeans for a relaxed outfit that looks like you made the effort.

Shop:

holiday-outfits-243808-1605635204893-main

(Image credit: @emmaleger)

We love a winter white outfit. Add a plush touch to your casual white jeans and sneakers and choose a cardigan with a faux-fur collar.

Shop:

holiday-outfits-243808-1605637203425-main

(Image credit: @diamondalicia_)

Jeweled pajamas? Sign us up! The perfect way to feel comfortable and look festive at the same time.

Shop:

holiday-outfits-243808-1605637504331-main

(Image credit: @emilisindlev)

When in doubt, throw on a pair of fancy tights.

Shop:

holiday-outfits-243808-1605638721906-main

(Image credit: @laurencrowe88)

Give your matching knit set a glimmering touch with the simple addition of a metallic belt.

Shop:

holiday-outfits-243808-1605639010189-main

(Image credit: @prettylittlefawn)

You can never go wrong with plaid for the holiday season.

Shop:

Up next, 14 effortless winter dresses that are affordable too.

Judith Jones
Senior Fashion Market Editor

Judith is the senior fashion market editor at Who What Wear and has worked in fashion for nearly a decade. Judith started on the Shop Who What Wear team, creating content and managing a team of merchandisers for the Who What Wear shopping app. She later crossed over to the editorial team, where she shares the coolest, most desirable fashion market finds and brands in her shopping-focused stories and social takeovers. She has become one of the top affiliate earners during her six plus years at Who What Wear. Before working in fashion, Judith was a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) and shared her passion for travel and food. She studied at the prestigious London Academy of Dramatic Arts as well as Stella Adler Studio of Acting in New York. She later studied fashion merchandising and design, which laid the foundation for her career in fashion.


Read full bio