The holiday season has finally arrived, and with it comes a sparkling rotation of social gatherings that each call for a standout look. For style lovers everywhere, these few weeks offer fantastic style opportunities unseen during the rest of the year. To showcase our favorite ways to do festive dressing, we’ve tapped Bustle’s Deputy Fashion Editor Jessica Andrews, Senior Branded Fashion Editor Elly Ayres, and TikTok Creator Vienna Skye to show us their favorite looks from Macy’s.
For Andrews, whose signature style leans more romantic, a wardrobe made up of glamorous details works perfectly for swankier holiday outings (think: the ritzy corporate gala, or a night of ballet or theater). Ayres prefers a more rock and roll vibe, giving seasonal dressing some edge by pairing bold, rebellious shoes with a sparkly gold gown. Her look is ideal for party-hopping in the city — and dancing to all the greatest holiday hits. Finally, Skye embraces the playfulness available with partywear, transitioning from a timeless slip dress-and-combat boot look to vintage-inspired slingbacks and a faux-fur coat. She’s your inspo for a friendly gift exchange with her besties.
Elly’s Look: Edgy Sparkle For Dancing The Night Away
If candy-cane sweetness from head-to-toe isn’t your style, bring in moodier accessories to land your look. Ayres’s gold midi dress and drop earrings provide a little sparkle, while chunky combat boots — in a festive burgundy hue — balance things out. (Plus, they’re perfect for walking from event to event if she’s in a party-hopping mood.) To elevate the look, swap the combat boots for a heeled over-the-knee style, and don’t forget a faux-fur-trimmed coat. The winter-white piece is soft enough to share the stage with the red footwear, but stylish enough to make a statement on its own.
Jessica’s Look: Romantic Glamour For An Evening Out
Andrews’s look oozes romance and glamour, ideal for a sophisticated celebration in the city. ’Tis the season for luxe textures, and she’s layering them on throughout, from her croc print boots to her faux-fur collared coat. The look transforms with a quick swap to Aminah Abdul Jillil for INC, and Kendra Scott studs take Andrews into the night’s next phase. Whether she’s headed for date night at the ballet or a fancy party with friends, her longline coat adds the finishing touch.
Vienna’s Look: Effortlessly On-Trend For A Gift Exchange With Friends
Skye leans into her fun, creative style by pairing a ’90s-inspired floral slip dress with cool black combat boots. The chunky platform heel lends some punk spirit, while the white cardigan keeps her cozy and adds some #cottagecore softness. For a more formal get-together, Skye can swap the boots for patent-leather slingbacks with a flared lucite heel. A red faux-fur coat feels as comfy as it is cool, the ultimate outfit topper for every kind of holiday party.
Photography: Michelle Watt; Art Direction: Diana Weisman; Stylist: Ian Bradley; Set Design: Tim Ferro; Set Design Assistants: Laura Hughes and Reece Koetter; Senior Branded Fashion Editor: Elly Ayres; Branded Fashion Director: Jenna Wexler; Hair: Yoichi Tomizawa; Makeup: Tiffany Patton; Production: Danica Butkovich; Digital Tech: Curts D'Amour; Photo Assistant: Stephen Han