Holiday events make those dark winter days feel a bit less dreary. This is your chance to dress up and celebrate in style.
The only problem? All those festive outfits take up a lot of space in your closet — and they only make an appearance once or twice a year.
If you're all about practicality but don't want to sacrifice style, try a new approach to holiday fashion: choose classic, comfortable apparel you can wear all winter long.
From cozy layering pieces to elevated essentials, you can build a wardrobe that transitions seamlessly from office parties to fireside gatherings.
Ready to streamline your holiday style? Let’s explore some refined yet wearable holiday party outfit ideas for men and women that go far beyond the season.
Elevated Layers: Your Go-To for Comfort and Style
Cold nights call for warm outfits. Unfortunately, the coziest pieces are often the bulkiest. Your search for the perfect sweater ends here: our women’s holiday party outfit ideas include sleek and stylish sweaters that keep you warm but never weigh you down.
Versatile Women’s Sweaters With Party Potential
Cold nights call for warm outfits, but bulk doesn’t have to mean boring. Women’s holiday party outfit ideas start with cozy knits that balance comfort with curve-friendly silhouettes.
The Lakemont Tri-Blend V-Neck Women’s Pullover Sweater is a polished essential with timeless appeal. Dress it up with statement jewelry or a silky skirt, or dress it down with jeans and boots for a casual gathering.
Defining Features:
- Feminine v-neck with elegant shaping
- Lightweight cotton/nylon/spandex blend that won’t lose its shape
- Layer-friendly with standout ribbed details
The Classic Men’s Quarter Zip That Does It All
For men, versatility starts with a quarter-zip pullover that wears just as well at work as it does around the fire. The Lakemont Tri-Blend Big and Tall Quarter Zip Pullover Sweater nails the brief.
Defining Features:
- Contrast inner collar adds subtle pop
- Mock neck for extra warmth
- Sleek lines for a sharp finish
Style Tip: Pair it with chinos and Chelsea boots for an office-ready ensemble that can handle spontaneous holiday drinks.
Cardigans That Complete the Look
Not ready to retire that party dress? Layer it with a slim-cut cardigan to keep warm without covering up your festive style. The Women’s Lakemont Cardigan Sweater adds the perfect finishing touch.
Defining Features:
- Jewel neckline to show off necklaces
- Grosgrain trim and ribbed cuffs for a refined feel
- Cozy, cotton-rich fabric with stretch comfort
Festive Sweater Vests for Subtle Flair
Want to channel festive energy without committing to a novelty sweater? The Lakemont Big & Tall Sweater Vest hits the sweet spot.
Defining Features:
- Lightweight warmth that layers well
- Soft-yet-durable fabric that resists wrinkles
- Holiday-ready cardinal red hue that doesn’t overdo it
Pro Tip: Pair it with a white button-down and slacks for a timeless, preppy look that moves easily from office hours to happy hour.
Sophisticated Shirts That Shine Beyond the Season
On the hunt for an office-friendly outfit that doubles as a party ensemble? Sweaters are wonderfully cozy, but if you're looking for something a bit more refined, you can always swap for a polo or a button-down shirt.
This winter, try styles with built-in polyester. This provides a flattering fit, plus a hint of stretch so you're always ready to hit the dance floor—or help hang lights and decorations.
Button-Downs That Work Overtime
Nothing beats a sharp button-down that can handle meetings, mingling, and more. For women, the Epic Easy Care Nailshead Women’s Long Sleeve Dress Shirt in Cardinal Red adds festive color with enduring polish.
Defining Features:
- Wrinkle-resistant for stress-free prep
- Princess seams for a flattering fit
- Moves seamlessly from blazer to brunch
The Long-Sleeve Men’s Polo That Checks All Boxes
For men who prefer casual confidence, a performance long-sleeve polo is the ultimate wardrobe workhorse. The Advantage Eco Tri-Blend Pique Men’s Long Sleeve Polo is equal parts sharp and sustainable.
Defining Features:
- Made with recycled bottles
- Moisture-wicking and UPF 35+ for year-round wear
- Tailored yet comfortable fit
Pro Tip: Wear it with dark denim and a wool coat for an understated look that still feels dressed up.
Outerwear That Makes the Right First Impression
You've put a lot of thought into your holiday party outfit, but what will you wear over your outfit as you walk into your holiday parties? Make a positive first impression with outerwear worthy of its own spotlight.
Ski Lodge Style Meets Holiday Chic
From driveway drop-offs to rooftop parties, a stylish winter jacket finishes your outfit with function and flair. The Mission Ridge Repreve® Eco Insulated Women’s Puffer Jacket delivers elevated comfort.
Defining Features:
- Water-repellent and wind-resistant
- Fully insulated with drawcord hood
- Certified sustainable construction
Men’s Jacket Built for Forecast Flexibility
When cold commutes are part of the party plan, the Charter Eco Recycled Full-Zip Men’s Jacket is your go-to layer.
Key Features:
- Stowable hood and weather protection for effortless weather adaptation
- Recycled materials inside and out
- Available in festive hues for seasonal flair
From coat check to cocktails, this jacket brings polish to any plan.
Versatile, Sustainable, and Always in Style
Holiday parties should be festive, not stressful. The key? Choose timeless pieces you can style again and again—without sacrificing comfort. At Cutter & Buck, we create elevated up-leisure sportswear that makes transitions seamless, from weekday meetings to weekend mingling.
Explore our exclusive clothing collections to find polished, versatile styles that stand up to winter and stand out in every setting.
