7 Ways to Elevate Your Holiday Party Looks
7 Ways to Elevate Your Holiday Party Looks
By Emma Williams — December 9, 2025
‘Tis the season for gathering, and with it comes the peak of closet chaos. As invitations to parties, Secret Santas, and coordinated cocktail hours flood in, finding the right outfit can be tricky as trends fluctuate throughout each winter season. Luckily, Square has you covered. Here are seven ways to reach your desired holiday ensemble.
1. Pantyhose
Whether it’s a short dress or a mini skirt, the winter weather always calls for backup. Pantyhose are a smart addition to any winter look, adding dark tones to a color-stacked combo or melding select pieces to create a monochromatic crescendo. The sheer yet sophisticated piece has been worn by women for centuries; a tradition that has been kept well. This season will be no exception.
Like any good Christmas tree, an outfit is not complete without a topper. Little embellishments here and there make all the difference. Lace trim has won the hearts of many this season, adding a deliciously fine and delicate look to any piece. No matter if it’s adorning mini skirts, blouses, or silk tops, this dainty material adds a stylish quip to your look. Along with lace, gold garnishes serve as a rich partner to any outfit. Thick cuff bracelets, bar necklaces, and your grandmother’s heavy earrings can be ornaments that elevate.
3. Oversized tops
Cape sweaters swept us off our feet this fall and are continuing into the winter. Oversized sweaters with tall turtle necks and long arms are a classic given. Mixed with a mini skirt or wide-leg pants, this is the perfect recipe for a cozy, winter outing fit.
For people invited to the office holiday get-together, corporate celebrations, or simply for those who have a thing for business casual, this one’s for you. We saw matching blazers and pant suits with rich textures and patterns at Fashion Weeks this past year, predicting styles for this winter. Reformation delved into this powerful theme, recently coming out with many new styles of women’s suits. Shorts, pencil skirts, and deadstock pants communicate refined elegance.
5. Heels
Kitten heels and pointed-toe boots give a defining aspect to any outfit. Western and stiletto boots can be paired with wide-leg dark wash denim or an A-line maxi skirt. Kitten heels offer a mischievous hint of fun to a winter dress and tights, or let them play peek-a-boo under low-rise barrel jeans. Dress them up or dress them down, these footwear choices will point you in the right direction.
6. Statement jackets
Audrey Hepburn’s infamous trench coat comes to mind when we think of ways to keep warm. Wool or canvas, trench coats will be an asset to your wardrobe this winter as you travel to and from festivities. Barbour, a long-time reliable source for outerwear, has a myriad of trench coats and barn jackets that will keep you warm and stylish. Wrap coats have taken center stage and can be a delightful finishing touch to your outfit. Tuckernuck provides a decorative wrap coat that reminds us of what the fashionable Cameron Diaz wore in The Holiday.
7. To wrap things up…
It’s only right to nicely wrap things up with a bow. Belts have taken on this role for any oversized dress, sweater, or blouse. Cinching high at the waist creates a slimming hourglass figure, adding variety and versatility. Thick banded belts in black and brown leather are popular alongside flowing sweater dresses and blouses. The Italian wrap belt, available in many colors such as holiday red, can also add dimension to a silk mini dress, a wonderful choice for a cocktail event.
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