Holiday Outfit Ideas To Shine at Every Family & Friends Gatherings

Pull out your coziest sweaters and festive frocks because the holiday season is here! There are always a lot of fun events to look forward to during this time of year, which means you need to come up with a lot of looks to power you through until the New Year. This is the perfect time to wear outfits that help you get into the holiday spirit, so don’t hold back on the sequins, knits, and fuzzy boots. From family dinners to caroling in the snow, we’ve rounded up some holiday outfit ideas to inspire your holiday wardrobe. 

What to Wear To...

Crave Bordeaux

Your Office Holiday Party

Your office holiday party might be the only time all year that you can let your hair down around your co-workers and wear something glam. We love an off-the-shoulder top paired with skinny black trousers and Cutie boots for an office party. Out of all the holiday looks, this one is a go-to when you want to have fun, yet still look comfortable and professional. Having your shoulders exposed leaves room for eye-catching jewelry, so pull out all the stops and add some sparkle to your look with dangling earrings or a statement necklace.

A Candlelit Dinner at Home


Planning a holiday dinner for your partner is a sweet way to show how much you value them in this busy time of the year. Life can be really busy, so taking the time to share a home-cooked meal together is a great way to kick off the festivities. As you are at home, take the opportunity to stay comfy in your favorite loungewear and a pair of wool clogs like Woolery. These cozy clogs with a soft wool lining are designed for indoor and outdoor wear, so you can keep them on wherever you go this season.

A Secret Santa Swap

What’s more fun than a gift exchange, like Secret Santa? Once you’ve got your gift picked out for the party, it’s time to pick out an outfit that’s both festive and fun. Since you are fully embracing one of the great holiday traditions of a gift exchange, why not go all the way by wearing a red or green knit dress? You can complete your look with a pair of Western-inspired black suede Dillie boots, which add a cool factor to your look.

A Festive Family Lunch

Gathering around a large table with family is one of the simplest, yet best traditions during the holidays. It’s a way to catch up, reminisce about shared adventures and memories from the past and look ahead to what’s to come for your loved ones. This isn’t a stuffy event, quite the opposite, you should be able to feel like yourself. For a preppy, yet comfortable holiday style, pull on a pair of white trousers and a classic Fair Isle sweater with Crave low Chelsea boots. These high-quality leather boots will beautifully compliment your down-to-earth wintry style. Throw on your puffer coat and a beanie when you have to head back out into the snow.

Pick Out the Christmas Tree

Whether you pick out your tree the day after Thanksgiving or wait until Christmas Eve, this holiday pastime is a favorite for many families. There’s something so relaxing about walking around the trees, smelling the evergreen needles and drinking a cup of hot apple cider. You might want a small tree for your apartment, or a ten-footer to stand in your foyer. The attention is on the trees, not on you, but that doesn’t mean you can’t style some Christmas outfit ideas for the tree farm. To get the perfect balance of cute and comfortable at the tree farm, try a red flannel shirt with jeans and Combo black boots. Layer with additional coats, hats, and gloves as needed.