chic Holiday clothes to wear now and later

Chic Holiday Outfits With Clothes You Can Wear Now *and* Later

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The holiday season is the perfect time of year to dress up in chic holiday outfits. If your calendar is filling up with holiday party invites, but you have no idea what to wear, I’ve got you covered. And though there’s nothing wrong with buying some party-specific pieces, why not try to be extra smart with your money this year? Instead of spending money on festive holiday outfits that you’ll only wear once, consider clothing pieces you can wear beyond Thanksgiving, Christmas, and New Year’s Eve. For chic holiday outfit ideas, scroll on to pick the right festive outfit for your upcoming holiday event-and beyond!

1. Tulle or Pleated Skirt

chic Holiday clothes to wear now and later

A tulle or pleated skirt is one of those pieces that can be worn all year round, with just a few style tweaks. For the holidays, skip the ugly Christmas sweater and pair your skirt with a fun yet elegant sweater instead. Details like glittery stars add a festive flair. Round off your outfit with jewel-strapped ballet flats and bold earrings to sprinkle a little sparkle into your entire look.

After you have put away your Christmas tree and the holiday vibes are over, you can still wear this outfit. A style tip to make it less Christmasy is to swap the sweater with a white t-shirt and biker jacket. It’s also a good idea to replace the ballet flats with some cool sneakers. This casual and classic look can be worn for brunch or when running errands.

2. Blazer Dress

chic Holiday clothes to wear now and later

Looking for a glamorous Christmas Eve outfit? This second look featuring a blazer dress is a great choice. The party-ready platform heels bring this outfit up a notch or two, with the twisted strap and sparkles. To combat the winter breeze in style, wear some glittery black tights. Accessorize with statement jewel earrings and take your outfit to the next level with a feather clutch.

A great way to make this festive look appropriate for work events is by swapping out the footwear. Loafers would be a great piece to replace the party heels. Focus on swapping other key items, like accessories. For a more “serious” look, swap the clutch and earrings with a black leather crossbody bag and cat-eye sunglasses.

3. Sequined Top

chic Holiday clothes to wear now and later

Inject some holiday cheer into your festive look with this sequin t-shirt. Team it up with a black miniskirt and tights. Not only are tights practical for the cold weather, but they’re chic too. Finish off your look with Mary Jane kitten heels for a polished and lady-like touch.

When the new year rings in, you can transform your fancy black ensemble into a cool and casual look. Put away the black mini skirt and wear black joggers instead. Replace the glittery black tights with white sporty socks to wear with sneakers. The last thing to add to your outfit is a black baseball cap for casual vibes.

4. Satin Dress

chic Holiday clothes to wear now and later

Whether you’re going to holiday parties like office parties or family dinners, this is the best outfit to wear. The satin dress has a timeless appeal with a flirty deep v-neck and a wrap tie to accentuate your waist. Round off the look with an emerald green headband and slingback heels to match the tones of Christmas trees.

Reuse this satin dress outside of the holiday season by slipping off the green heels and replacing them with knee-high boots. And lastly, swap the headband with gold hoop earrings. Classic and chic!

5. Faux Fur Coat

chic Holiday clothes to wear now and later

Look fiercely chic and warm for your upcoming holiday party with this leopard print faux fur coat. To keep the coat the center stage of your outfit, pair it with a white bow blouse and black midi skirt. Team up the sophisticated look with peep-toe heels. And because it’s freezing outside, keep your feet elegantly warm by wearing polka-dot socks for a unique and quirky finish.

Give your chic holiday coat a laid-back vibe by replacing the formal skirt with a pair of jeans. Pair it with loafers and a sweater to add a preppy touch to your jeans.

6. Velvet Pants

chic Holiday clothes to wear now and later

Match the traditional green and red theme of Christmas with these statement heels and a deep-hued top. The end result is a cute and fashionable Christmas look that pays homage to Christmas. Holiday season is the one season you can play with a lot of glitz and glam, so brighten up the look even more with a colorful necklace.

Dress down your chic holiday outfit by switching your fancy sweater with a graphic t-shirt. And finally, replace your red platform heels with relaxed leopard print mule sandals for a casual chic look.

Related: 18 Holiday Party Outfits Made Out of 12 Pieces

7. Satin Slip Dress

chic Holiday clothes to wear now and later

Dressing up in a satin number is a no-fail party outfit idea. Wear your dress with stunning drop earrings. Complete your fancy holiday outfit with classic black heels.

Even when the New Year’s party is over, you can still rock a slip dress. Give it a less party vibe by layering on a polished black blazer. Accessorize with a baseball cap and white sneakers for a cool business casual look. Round off your fashionable ensemble with a leather shoulder bag for an edgy vibe.

8. Jumpsuit

chic Holiday clothes to wear now and later

This outfit is equal parts festive and chic. The suede camel blazer splashes in the right amount of color to this black jumpsuit. Pair it with black satin jeweled slingback sandals. And finally, complete your look with statement hair clips for more interest.

When December is over and the Christmas decor is put away, you will still want to wear this jumpsuit on repeat. But instead of wearing it with the blazer, layer on a long cardigan for a relaxed touch. Swap your party mules with simple ballet flats for a more versatile everyday look.

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Whatever holiday plans you have this November to January, these 8 chic holiday outfits will get you through the party season. And the best part about these looks is that you can re-wear them beyond the holiday season by making minor tweaks.

Now that you have chic holiday outfits, it’s time to brush up on your layering skills for the winter ahead: 20+ Stylish Ways To Layer Clothes Like a Fashion Pro

Pink bustier dress
Chic Holiday Outfits


Founder and editor of My Chic Obsession, Carolyn is your trusted fashion maven. Carolyn's drive to help others achieve a classic and timeless wardrobe fuels her posts, making a go-to resource for style seekers worldwide. Beyond the wardrobe, she resides in the heartland of the Midwest, dreaming up new ideas and raising her two lively boys - her biggest fashion critics.