November 20, 2025
Style Guide: Our Most Festive Holiday Outfits
‘Tis the season for festive fashion! From cozy and casual family moments to glamorous winter gatherings, we’ve curated our favorite looks for all the ways you celebrate the holidays.
Family Dinner: The holiday season is all about making memories with the ones who mean the most. Whether you’re headed to celebrate with your extended family or a more intimate get-together, choose an outfit that balances elegance and comfort. We love the metallic silk Giana Top with sleek coated denim, like the Liza Coated Crop Flare or South Ocean High Rise. For a more casual look that’s still polished, opt for the Aniston High Rise Jean in a classic dark wash and the Bryant Knit Top, finished with lace sleeve details.
Wrapping Presents at Home: Comfiness is key for this merry moment, so grab a cup of cocoa and snuggle into Lounge Velour. The Regate Jacket and Dorsey Pant are a perfect pair, available in vibrant Confetti Pink or timeless Noir. You can also get into the spirit of the season with our Ballad Sweatshirt, available in four joyful graphics. (There’s even a matching one for your mini!)
Gift Swap with Friends: You’ve picked out your Pollyanna present, now you just need a casual Christmas party outfit to match. What better choice for a gift swap than a sweater wrapped up with bow details? Our best-selling Ellorie Sweater is back, pairing the sparkly touches you love with two new colors. Also ready to take a bow: the trend-forward Zarie Cardigan and sophisticated Valoria Sweater Set.
A Festive Fête: We’ve got so many looks in our lineup for your glam RSVPs! If you’re searching for holiday party outfits in classic Christmas hues, pop on the Enya Dress and matching Kimia Jacket in Cranberry Red bouclé. The Jarren Dress is an especially luxurious option, made from custom Bamboo Green jacquard with hidden “Lilly” details. For a Hanukkah celebration, opt for blue looks with a touch of sparkle, like the flowy Bellina Silk Maxi Caftan and heritage-inspired Ronan Skirted Romper. Prefer to party in print? Stand out in the floral jacquard Kelliana Shift, which has a beautifully beaded neckline, or the Agnes Skirted Romper with fun feather cuffs.
Watching the Ball Drop: For the grand finale of festive season, sparkles and sequins are a MUST. We brought back our fabulous Treasure Box Sequin Knit just in time for New Year’s Eve. Ring in 2026 with a pop of pink wearing the Jan Skirted Romper or go for the gold with the Kendrick Midi Skirt. If you’re staying in, celebrate in comfort wearing our super-soft Kaycee Sweater with metallic sequin details.
Let’s make the season bright together! xx, Lilly