What to Wear: Holiday Season Edition

From a cozy gathering to a festive night out, we have the perfect holiday looks for you!


As your December calendar fills with dinners, parties, and family gatherings, it’s time to start planning your outfits! We have an outfit for every occasion – from a small get together to an extravagant holiday affair.


Understated and Elegant

Marrying comfort and elegance has never been easier than with this outfit. Each element makes a unique statement that we can’t get enough of. We’d wear this ensemble at a low-key holiday get together or a casual dinner out.


These cropped cranberry pants bring a festive feel to the look without being too over-the-top. The distressed hem elevates the cool-factor on these threads. With a pair of black suede booties, you can’t go wrong.  


The silver-gray blouse makes an ideal layering piece underneath the cardigan. An oversized knit piece is both warm and chic. We love the colors and pockets on this one!


We added a statement necklace to this look to take things up a notch. Natural stones are a cool alternative to traditional metals. We chose this one to bring out the color of the top and create a focal point of the outfit.

Polished and Put-Together

We’ve said it once and we’ll say it again – a great jacket goes a long way. We like this one particularly for the holiday season because it’s unexpected! Instead of the obvious Christmas red, this sport coat combines navy, deep burgundy, and gray threads to create an eye-catching pane pattern, reminiscent of a festive tartan pattern.


We paired the sport coat with a sharp candy-stripe shirt in pink and white. This is another take on a holiday favorite – candy canes! It may be out of your fashion comfort zone to pair two bold patterns together but embrace it. The color of the shirt brings out the deep red of the jacket, bringing the look together.


Finish your look with a unique pocket square and a pair of rich leather shoes. We’d wear this look to a holiday party or an elegant dinner.

Festive and Fun

This outfit makes us want to dance all night! This graphic layering tee is the base of the outfit and can be worn with just about anything. We chose to pair it with this long black cardigan. The knit is light, so it won’t weigh you down and can be layered under a bold coat.


The trendy corduroy skirt makes the red print in the tee pop. If you want to warm up, pair the skirt with a pair of black tights. A great pair of booties makes this outfit party-ready.


The accessories make this outfit stand out. The pendant necklace is made with mixed metals and stones that catch the light perfectly. This black shoulder bag gives this look a touch of rock ‘n’ roll while still maintaining its sophistication. We’ve been seeing metal grommet embellishments on everything this season and we love the trend on this bag!

No matter the occasion, find your perfect holiday outfit at Filling’s! If you’re shopping for a gift, ask us about gift wrapping. Happy holidays!