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Get ready to be enchanted by the beauty of winter with your next travel excursion! To inspire you to pack your bags and plan your next vacation, here are 10 dreamy winter destinations in both Canada and the USA that will make you never want to leave.

To satiate your adventure cravings, these upscale winter destinations offer a variety of fun-filled activities such as skiing, snowmobiling, dog sledding, and horse-drawn sleigh rides await you while luxuriously cozy accommodations promise a trip like no other. Take this opportunity to soak up all the wonders nature has bestowed on us during these icy months – it’s time for an unforgettable journey!

10 Inspiring Upscale Winter Destinations for Your Next Travel Adventure

Aspen, Colorado

Aspen is a sought-after winter hot spot for obvious reasons. This illustrious Colorado ski town is home to four diverse ski resorts, including Aspen Mountain, Buttermilk, Snowmass, and Aspen Highlands – inviting you to choose your own adventure on the snow-covered slopes! Post-skiing activities such as soaking in bubbly hot tubs or shopping at upscale stores are just some of the many après-ski options available. If luxury accommodations are what you seek then The Little Nell awaits; this 5-star hotel located at the base of Aspen Mountain offers unsurpassed opulence while The St. Regis Resort with its world-class spa provides an equally lavish 4-star experience.

10 Inspiring Upscale Winter Destinations for Your Next Travel Adventure

Whistler, British Columbia, Canada

For a winter getaway with an international twist, look no further than the majestic mountain town of Whistler. Situated close to Vancouver, it features two huge ski resorts – Whistler and Blackcomb Mountains – for skiing, snowboarding, or bobsledding at the Whistler Sliding Centre. When you’re ready to unwind after all that adventure, stay in one of its luxurious accommodations like Fairmont Chateau Whistler (after enjoying an enchanting horse-drawn sleigh ride through the forest or an exciting dog sledding adventure in the snowy mountains), or pamper yourself even more by booking into Four Seasons Resort‘s 5-star accommodation.

10 Inspiring Upscale Winter Destinations for Your Next Travel Adventure

Lake Tahoe, California/Nevada

Escape to Lake Tahoe, the magnificent winter wonderland that lies on the border of California and Nevada. At this spectacular destination, you can revel in skiing at popular resorts like Squaw Valley, Northstar, or Heavenly; plus partake in a variety of lake activities such as ice skating or ice fishing! With luxurious lodgings available from 5-star hotels like The Ritz Carlton – located slope side at Northstar – or 4-star Hyatt Regency Lake Tahoe Resort offering spa treatments and casino games by the north shore of the lake for your pleasure — what more could one ask for?

10 Inspiring Upscale Winter Destinations for Your Next Travel Adventure

Sunriver, Oregon

Embrace a flurry of winter fun in Sunriver, Oregon! This bustling town is located near the renowned Mount Bachelor ski resort (about 40 minutes from Bend), and offers an assortment of snow-filled activities. From dog sledding to ice skating or take it up a notch with sleigh rides and snowmobiling – this 4-star hotel has all you need for your perfect getaway. Enjoy some quality time at the breathtakingly beautiful Sunriver Resort while creating long-lasting memories with family and friends.

Banff, Alberta, Canada

If you’re seeking a dramatic winter landscape, Banff is the perfect destination. In the heart of Canada’s Rockies, this remarkable locale offers breathtaking views that will take your breath away. Hit the slopes and ski or snowboard at Banff Ski Resort before indulging in some R&R by soaking in the hot springs nearby. For accommodation options, stay at either Fairmont Banff Springs—a luxurious 5-star hotel with panoramic mountain vistas—or Rimrock Resort Hotel which is only minutes from central downtown Banff and features 4 stars worth of comfort and convenience.

10 Inspiring Upscale Winter Destinations for Your Next Travel Adventure

Jackson Hole, Wyoming

If you’re looking for a true Western experience, then look no further than Jackson Hole! After hitting the slopes at the renowned Jackson Hole Mountain Resort, why not try your luck with snowmobiling or snowshoeing in Grand Teton National Park? Accommodation choices include accommodations like Amangani – a 5-star hotel situated high up on the mountainside directly above Jackson – as well as Four Seasons Resort in Jackson Hole which boasts 5 stars and is located right next to the ski resort.

10 Inspiring Upscale Winter Destinations for Your Next Travel Adventure

Mont-Tremblant, Quebec, Canada

Escape to the magical winter wonderland of Mont-Tremblant in Quebec’s Laurentian Mountains. Not only can you ski and snowboard at the renowned Mont-Tremblant Ski Resort, but also explore its picturesque pedestrian village with delightful shops, restaurants, and bars. If you love exploring wildlife, go snowshoeing in the mountains and discover all the incredible creatures of the forest. Relax in luxurious comfort with 4-star hotels situated right at the base of the resort – Fairmont Tremblant or Le Westin Tremblant complete with a relaxing Nordic spa!

10 Inspiring Upscale Winter Destinations for Your Next Travel Adventure

Park City, Utah

Park City, Utah is a wintry paradise perfect for skiing and exploring local history. Encompassed by two first-class ski resorts – Park City Mountain and Deer Valley Resort – the town’s downtown area provides an enchanting atmosphere filled with historic buildings and unique stores. Make your stay even more memorable at either the illustrious 2022 Travelers Choice award-winning Waldorf Astoria Park City or Montage Deer Valley, both 5-star hotels located conveniently close to Canyons Village & offering ski-in/ski-out access respectively!

10 Inspiring Upscale Winter Destinations for Your Next Travel Adventure

Stowe, Vermont

For those seeking a classic New England winter jaunt, Stowe is the ideal destination. Not only do snow-sports fanatics have access to the renowned Stowe Mountain Resort for skiing or snowboarding, but visitors can also explore picturesque shops, restaurants, and galleries in historic downtown Stowe. Accommodations don’t lack either; travelers may choose between staying at the 5-star slope side hotel of The Lodge at Spruce Peak or opting for something more rustic by reserving a room at Trapp Family Lodge — owned by none other than “The Sound Of Music” von Trapps!

10 Inspiring Upscale Winter Destinations for Your Next Travel Adventure

Lake Placid, New York

Nestled in the New York Adirondacks, Lake Placid is a winter wonderland of Olympic history and adventure. The 1932 and 1980 Winter Olympics were both held here – you can still experience many of its original facilities such as the iconic Olympic Jumping Complex or take an exciting bobsled ride at the Olympic Sports Complex. If you’re looking for accommodation, there are plenty to choose from including Mirror Lake Inn Resort & Spa on picturesque Mirror Lake’s shoreline or Whiteface Lodge with its 5-star rustic charm. But don’t forget to hit up Whiteface Mountain Ski Resort if skiing and snowboarding are your fave winter activities!

This winter, embark on a journey of unforgettable experiences. From skiing to snowshoeing and everything in between, you’ll find activities that appeal to all ages and interests at any of these winter destinations. Plus, with luxurious accommodations available for the taking, you can rest assured knowing that your comfort is taken care of too! So get ready – it’s time to pack your bags and explore this season’s best offerings.

For more inspiring vacation ideas and hotel recommendations, visit the Travel section on Inspirations & Celebrations.


[Disclosure: Affiliate links included. This author may earn a small commission on purchases.]


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