The Best Holiday Outfits to Wear this Season

It’s officially the happiest time of the year! Time to be with loved ones, get cozy and celebrate the holidays. I’m here to help you win “best dressed” at your holiday functions by sharing festive holiday outfits for every occasion. Tis the season for gatherings with families and friends. Whether you’re staying home, hosting, or traveling I’ve rounded up the “28 Best Holiday Outfits: what to wear this season”. So don’t wait, grab your holiday outfits early to have one more thing checked off your list!

While all opinions and recommendations are always my own, my content on this blog post may contain affiliate links for products I use and love. This means I get a small commission (at no additional cost to you) if you make a purchase after clicking one of these links. As always, I am so thankful for your support so I can continue to offer free resources!

Leather Leggings + Skirts

Staying home this holiday but want to look cute anyways? Pick up a pair of leather leggings and pair them with an oversized sweater and tall boots for an effortless look. You can also wear brown leather leggings with an oversized cardigan and neutral booties for a comfortable but chic look. Finally, a leather skirt (or faux leather if you prefer) is a great addition to your wardrobe and makes for a chic festive friendsgiving look!

Click below for the best comfortable but chic pieces to stay cozy this season:

Hostess with the Mostess

Are you hosting the holidays this year and want to stand out but be comfortable at the same time? Try wearing these combinations to help you stay comfortable but look chic during hosting your event this season.

wide-leg pants with a cashmere sweater
sweater dress and tall boots
pleated skirt with a tight turtleneck
metallic blouse and leather skirt
leather or faux leather skirt with a crewneck sweater
the best faux leather leggings ever with an oversized sweater tunic

Sweaters + Sweater Dresses

Sweater dresses are my favorite form of holiday outfit. It’s easy to pair with booties, a jacket, and earrings to make the outfit look complete. They also transition well into winter when all you want to do is wear leggings and be cozy. A good neutral sweater will never do you wrong during the holidays. You can pair it with an accordion skirt and booties for a polished look. Or pair it with a plaid skirt and tall boots for a cozy but cute look.

Click below to shop my favorite sweater dresses:

Holiday Dresses + Sequins

If you’re looking to shine this holiday season consider a holiday dress. You can choose from so many different routes. Whether it be a jewel-tone dress, blazer dress, or metallic dress. You will dress to impress with any of these options. Furthermore, metallic and sequins are back in a big way this season. I’ve found the best sequin duster and sequin pants that will take any look to the next level.

Click below to shop my holiday dress picks:

Holiday Outfit Accessories

An easy way to sparkle this season is by adding blinged-out accessories to your look. You can easily pair a black or neutral sweater dress with statement earrings and white booties. I also love a good holiday sequin clutch that comes in handy for special occasions as well. Finally, if you’re feeling artsy this season opt for an art deco clutch and metallic heels for a beautiful evening look.

Click below to shop my holiday accessories picks:

Thank you for reading my Holiday Outfit guide! I wish you nothing but love, peace, and happiness this holiday season. If you have any questions or need more advice on what to wear, I would love to help! And you don’t want to miss my “Ultimate Holiday Gift Guide: for everyone on your list“.

Happy Holidays fam!

Pin this post for later