Heading to Aspen or Big Bear this winter? Planning all of your après-ski outfits ahead of time will make your cold-weather adventure extra special. Yes, the temperatures might be unbearably frigid, but that doesn’t mean you can’t have fun serving looks when you’re not on the slopes. Whether you’re relaxing by the fireplace in your chalet or sipping on a spiked hot chocolate at a resort bar, a well-put-together winter outfit will make your snowy vacation feel magical.
Like clockwork, Kendall Jenner is a perennial source of inspiration. She’s often snapped bundled up in a dreamy coat and jaw-dropping boots. Most recently, the 29-year-old model posed for the cameras in Gucci’s winter campaign, wearing a more-is-more puffer coat decked out with the brand’s logo. Hey, you might as well go all out with your coat. After all, sometimes it’s the only part of your outfit that people really see in the winter.
If you love a more minimalist approach to winter dressing, hold on just a second. We have plenty of outfits that whisper chic below. For all of the best après-ski outfits to test out this winter, keep on scrolling.
The Elegant Winter Essentials
Helsa Wool Blend Blanket Coat
Frame The Ruler Straight Leg Jeans
Tory Burch Romy Tote
Saint Laurent Julia Knee Boots
When packing for a winter getaway, easy mix-and-match staples will prove themselves worthy of taking up space in your luggage. Style Saint Laurent’s timeless boots with every outfit. And, yes, blue jeans are great, but winter is the perfect time to elevate the casual piece with a sophisticated white hue—just like the straight-leg jeans here.
The Statement-Making Outfit
Gucci GG Canvas Bomber Jacket
COS Sac Bowling Eastside Bag
Frame The Bubble in Dorado
Alohas Nash Ankle Boot
Follow Jenner’s lead and let your inner fashionista shine with a head-turning outfit. Splurge on Gucci’s coat that makes puffers feel cooler than ever. Keep the trends going with barrel jeans, an elongated handbag, and square-toe boots.
The Cozy Classic Look
Chloé Belted Oversized Coat
Goldbergh Paris Ski Pant
Moon Boot Luna Chelsea Boot
Coach Western Tabby
A great coat is essential to planning any winter outfit. Chloé has mastered the art of outerwear so well with this shearling-trimmed design, that you really don’t need much more to style a winning look. Leggings, boots, and your favorite designer handbag will do.
The Western Flair
Kemo Sabe Turquoise Concho Hat
DLl1961 Faye Shirt
Madewell The ’90s Straight Jean
Tony Bianco Sheba Boot
Perhaps we’re feeling inspired by Bella Hadid’s most recent style M.O. Either way, this is the perfect time to dabble in a bit of the Wild West trend. A Kemo Sabe hat will keep your head warm (and looking great), while eye-catching boots will anchor your outfit.
The Staple Set
Unreal Fur Rubicon Faux Fur Vest
Patou Appliquéd Hoodie
Patou Wool-Blend Midi Skirt
Alexandre Birman Regina Boot
Matching sets take all of the guesswork out of getting dressed. This one earns bonus points thanks to the skirt that pairs perfectly with the hoodie instead of sweatpants. Add a fluffy touch with a furry vest and embroidered boots to solidify your outfit.
The Easy Onesie
Celine Triomphe Headband
Loro Piana Cocooning Cardigan
Skims Tank Catsuit
Ugg Classic Mini Alpine Boots
If you really want to simplify things even further, pack a one-and-done jumpsuit in your suitcase. It’ll be perfect for those chill moments at your chalet. All you’ll need is a thick cardigan and cozy boots to complete the look. Bonus points if you add a shearling Celine headband.
The Comfy Crew
COS Abstract Cable Knit Merino Wool Sweater
Norma Kamali Lazy Legging
Bottega Veneta Small Andiamo Shoulder Bag
Dries Van Noten Green & Off-White Suede Sneakers
Add a bit of interest to your sweater collection with a color-block design. Don’t stop there. Bring the fun down to your feet with Dries Van Noten’s runway-worthy sneakers. They’ll look just as cool with a fluffy pair of scrunched socks, just in case you need an additional layer.
The Winter Whites
Humble Hilo Basic Knitted Soft Scarf
Moncler Grenoble Wool-Blend Sweater
Alo Yoga Cable Knit Winter Bliss Mini Skirt
Skims Shaggy Faux Fur Boot
Dreaming of a white Christmas in the wardrobe department? This crisp hue will brighten up your seasonal wardrobe. Start with a cable knit scarf that can be thrown on any outfit. Sprinkle in a pop of color with Moncler’s coveted sweater, and add a few saucy touches with a knitted mini skirt and fluffy boots, if you dare.
The Black Magic
Unreal Fur Ice Queen Bucket Hat
Staud Shoko Long Sleeve Sweater Dress
Gabriela Hearst Ino Dip-Dye Cashmere Shoulder Bag
Bottega Veneta Lug Sole Boots
On the opposite side of the color spectrum, there’s no denying the sense of ease a little black dress brings to our wardrobe. During your winter getaway, pair this Staud number with a fluffy hat, chunky boots, and—for a prismatic twist—Gabriella Hearst’s ombré bag.