Top US Luxury Ski Retreats for Winter 2025-2026
Jackson Hole, WY
As summer fades and winter’s chill beckons, it’s time to plan your next great escape to the slopes. The U.S. West boasts some of the world’s most luxurious ski retreats, perfect for a cozy getaway or an adrenaline-packed adventure. From private jet landings to slope-side chalets, we’ve rounded up four standout destinations for the 2025-2026 season that blend breathtaking scenery with five-star comfort. Let’s dive into these winter havens and get you ready for a thrilling, yet stylish ski trip
Montage Deer Valley
Deer Valley, Utah
Just a 45-minute drive from Salt Lake City International (SLC, KSLC), or a quick private jet hop from West Coast hubs like L.A. or Seattle, Deer Valley is full of laid-back mountain charm. Known for its pristine slopes and no-snowboarders policy, this resort offers uncrowded runs and impeccable grooming. For stays, the Stein Eriksen Lodge and Residences delivers European-inspired elegance with ski-in/ski-out access, a world-class spa, and suites featuring private hot tubs and fireplaces. This is an ideal spot for those seeking nostalgic grace and modern comforts. The St. Regis Deer Valley shines with butler service, a heated outdoor pool, and panoramic views from its mid-mountain perch, perfect for après-ski relaxation. Or choose the Montage Deer Valley for family-friendly fun, complete with a lazy river, kids’ club, and gourmet dining at the on-site Grill. Off the slopes, explore Park City’s historic Main Street for boutique shopping or cozy up at a local whiskey distillery. Deer Valley’s perfect for those who want refined relaxation with world-class skiing.
Caldera House
Jackson Hole, Wyoming
For a wilder vibe with all the luxe trimmings, Jackson Hole delivers. Fly into Jackson Hole Airport (JAC, KJAC), just 20 minutes from the resort, easily accessible via private charter from cities like Denver or San Francisco. The Four Seasons Resort and Residences Jackson Hole is a standout, offering slope-side access to Teton’s legendary terrain with steep, powdery runs for experts and gentle trails for beginners. Warm up in your suite’s stone fireplace, indulge in a massage at my favorite alpine-inspired spa, or savor elk tenderloin at Westbank Grill. For intimate luxury, the Caldera House provides all-suite accommodations in Teton Village, with a fitness studio, infinity plunge pool, and personalized adventures like dog sledding or fly fishing. The Hotel Yellowstone adds historic charm with modern touches, featuring cozy rooms, a spa, and proximity to Grand Teton National Park for wildlife spotting. Beyond skiing, take a sleigh ride through the National Elk Refuge or snowshoe under the Grand Tetons’ jagged peaks. It’s a bucket-list spot for natural adventure.
St Regis Aspen
Aspen, Colorado
No ski roundup is complete without Aspen, the glitzy icon of winter travel. Reach it via Aspen-Pitkin County Airport (ASE, KASE), a short private jet hop from L.A., Seattle, or Denver. The Little Nell, Aspen’s only ski-in/ski-out five-star hotel, sets the standard with chic rooms, a renowned wine cellar at Element 47, and a concierge team that can arrange anything from private ski lessons to après-ski hot chocolate by a firepit. The St. Regis Aspen Resort offers spacious suites with fireplaces, a top-tier spa, and butler service for seamless slope access across four mountains. For historic vibe, the Hotel Jerome blends Western heritage with modern luxury, featuring a lively bar, spa treatments, and central location for town exploration. Or opt for the Mollie Aspen, a newer boutique gem with 68 suites, a rooftop hot tub overlooking Aspen Mountain, and a spa suite, perfect for a relaxed, residential feel just steps from the gondola.
With four mountains to choose from - Aspen Mountain, Snowmass, Buttermilk, and Highlands, there’s terrain for every skill level. Off-piste, stroll Aspen’s boutique-lined streets, catch a show at the Wheeler Opera House, or dine at spots like The White House Tavern.
Montage Big Sky
Big Sky, Montana
Tucked in the vast Gallatin Valley, Big Sky offers over 5,800 acres of terrain and endless blue skies, with an average of 400 inches of snowfall annually. Access it via Bozeman Yellowstone International Airport (BZN, KBZN), about an hour’s drive. The Montage Big Sky anchors the scene with slope-side luxury, including a Paintbrush Spa, multiple pools, and dining at the casual Mountain Hangout or upscale Altitude restaurant. For next-level indulgence, One&Only Moonlight Basin debuts fully in 2025 as the brand’s first U.S. resort, featuring 73 rooms and suites in a modern lodge, 19 secluded villas, a dedicated ski lodge with gondola access, and a Chenot Spa amid Lone Peak’s peaks. They also have six restaurants for everything from Japanese steakhouse fare to terrace cocktails. Complement these with private home rentals through providers like Moonlight Vacation Rentals, offering ski-in/ski-out cabins and lodges from 2-6 bedrooms with hot tubs, gourmet kitchens, and mountain views, ideal for groups seeking privacy near Yellowstone National Park. Off the slopes, hike summer trails or winter wildlife tours. Big Sky’s for those craving big adventure in a serene, upscale setting.
Each of these retreats pairs seamlessly with private jet charters through our partners, ensuring you arrive refreshed and ready to hit the slopes. Whether you’re after a family-friendly vacation, rugged thrills, or star-studded glamour, these destinations deliver the best of winter.
Book Your Ski Escape Today
The 2025-2026 ski season is almost upon us, and there’s no better time to start planning a luxurious retreat tailored to your style, and we’re here to make it happen. From securing slope-side suites, lift tickets, apres reservations, to arranging private jet charters with our trusted partners, contact Mark@MDTraveling.com today to book your perfect winter getaway.
