Billionaires don’t just book ski trips; they curate winter experiences designed around luxury and convenience. They’re picking ski resorts with private-jet access, Michelin-starred dining and isolated slopes. They’re choosing accommodations that include luxe amenities like private chefs and rooftop hot tubs.
These dream vacations happen all around the world — from well-known ritzy towns like Aspen, Colorado, to hidden gems like Gstaad Palace in Switzerland — and Ski.com’s team of Mountain Travel Experts knows how to book them. They have 50+ years of experience securing impossible-to-get accommodations and coordinating everything from heliskiing to private drivers and discreet ski guides.
Aspen, Colorado, is likely one of the first resorts that comes to mind. With over 80 billionaires owning property in Aspen’s Pitkin County, famous names like Jeff Bezos and Reed Hastings are often mentioned in conjunction with the town. But billionaires don’t just call Aspen home; many spend their ski vacation in the charming Colorado town.
Aspen has a private jet airport just eight minutes from town, making travel simple. Pair that with a downtown area featuring designer shops, private Kemo Sabe hat fittings, art galleries, Michelin-rated dining, and ritzy après, and Aspen has earned a reputation as a winter paradise for billionaires. As for skiing, vacationers can choose between Aspen Snowmass’s four mountains, which range in terrain and skill level. It also has one of the most regarded ski schools in the country.
To vacation like a billionaire, stay in the Aspen Street Lodge. The lodge, fit for multi-generational families or friend groups, has perks like a resident chef, rooftop hot tub, penthouse suites and a discreet level of service that defines Aspen luxury.
Speak to a Mountain Travel Expert to learn more and book. Connect with a Mountain Travel Expert to curate your Aspen chalet experience. Every detail is handled, from private transfers to personalized on-mountain access.
Lech is synonymous with understated European elegance, and it's known for hosting a very famous family — the British Royal Family. They famously vacationed in Lech for decades, and it is known as Princess Diana’s go-to luxury ski resort.
Lech is part of Austria’s largest ski region, with 9,000-foot peaks and 222 skiable acres. Lech has something for every skier and snowboarder. Plus, its remote location in a box canyon makes it more exclusive and less crowded. Everyone from Tom Cruise to Dutch Queen Beatrice has explored this medieval retreat.
A Royal-inspired ski vacation isn’t complete without private chefs, butlers, pools and unlimited ski access. The best place to enjoy that is at Le Chalet am Arlberg. The property offers chalet-style accommodations with five-star service. A Mountain Travel Expert can help you coordinate a stay here and enjoy Le Chalet’s five-star amenities like top-class cuisine and a private spa.
From Kim Kardashian to tech founders, Deer Valley attracts plenty of high-net-worth individuals. With Utah’s Alta Resort, Vermont’s Mad River Glen Ski Resort and Deer Valley being the last skier-only mountain in the U.S., the resort appeals to skiers for both its terrain and luxury charm.
The mountain has more than 2,000 skiable acres and grows each season. With capped daily lift tickets, crowds are rare across the slopes. Plus, the resort has lavish amenities other mountains typically lack — like lavish bathrooms, heated walkways and complimentary tissue handouts in the lift line. In town and on the mountain, vacationers can experience fine dining and top restaurants like Stein Eriksen Lodge’s Giltretind Restaurant and J&G Grill at the St. Regis.
The beloved hotel brand Montage not only has a five-star hotel at the base of Deer Valley, but a selection of residences, ranging from one to five bedrooms. With a range of experiences, kids thrive at Montage with childcare and daily programming provided.
Let a Mountain Travel Expert handle your Deer Valley stay so you can focus on what really matters – skiing and relaxing.
Gstaad Palace in Switzerland’s Saanenland region is straight out of a fairytale. Perched above the village, the iconic castle hotel features a world-class spa, tennis courts, gourmet dining, and panoramic Alpine views. While it typically operates as a hotel, ultra-luxury travelers can rent out the entire property for their ski vacation.
From the palace, skiers have access to the Gstaad ski region, which has 494 acres spread across six areas. The area is known for wide, scenic runs, charming villages, and a relaxed pace—perfect for those who value elegance, privacy, and long lunches over adrenaline. While it is tempting to never leave Gstaad Palace, in the village, vacationers can discover local boutiques, pastry shops and piano bars.
Interested in your own stay? Reach out to a Mountain Travel Expert to vacation in Switzerland’s Gstaad Palace.
When it comes to luxury skiing in the French Alps, Courchevel is the place to be seen. It’s where billionaires and royalty alike go to ski. More specifically, they vacation in luxury chalets in Courchevel 1850. Divided into five connected villages named by their altitude, Courchevel 1850 is unrivaled in luxury. It has a Michelin-starred dining, high-end shopping, a private runway and luxe spas.
As for skiing, Courchevel is part of the greater 3 Vallées resort, which is the world’s largest ski resort. It includes 160 lifts, seven resorts and nearly 250,000 acres of skiable terrain. There’s something for every skier, and with so much terrain, it’s easy to spend weeks on the mountain.
In Courchevel 1850, there is no address more iconic than Airelles Courchevel. It blends palace-level service with direct access to the world-famous 3 Vallées ski area. The legendary hotel also has the Airelles Chalet, complete with a kids' room, cinema, spa and full staff. A Mountain Travel Expert can help you book a spot in Airelles Courchevel; just know that the chalet is reserved years in advance.
If skiing in luxury and exploring both Italy and France is part of your dream vacation, Eleven Chalet Hibou and its sister property, Eleven Chalet Pélerin, are the only answer. The two opulent chalets are located near the French–Italian border, so skiers and snowboarders can unlock access to some of the most iconic in the Alps
From the French side, guests can ski Courchevel and the greater 3 Vallées ski area. Over in Italy, vacationers can explore Courmayeur, a dramatically different experience set beneath the towering peaks of Mont Blanc. You’ll have alpine bowls, steep chutes or mellow terrain just a lift ride away.
As for the ultra-luxury private chalets. Included in the stay are professional ski guides, lift tickets, two gourmet meals per day and curated après-ski experiences. Guests can add heli-skiing or explore nearby charming towns for a day off the slopes.
A Mountain Travel Expert can help you execute a dream vacation, navigating between Italy and France while calling Chalet Hibou or Chalet Pelerin your home for the trip.
From grand palaces to five-star lodges, Ski.com has spent the past 50+ years creating unforgettable ski vacations. Our seasoned Mountain Travel Experts know the ins and outs of the world’s top ski resorts and specialize in curating seamless, discreet luxury trips tailored to you and your group. Whether you’re dreaming of luxe spas, uncrowded slopes, Michelin-star dining or all of the above, we’ll help curate every detail.
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