From February 2027, United’s new nonstop service from Boston to Jackson Hole makes a winter escape to Wyoming’s spectacular Teton mountains easier than ever.
It's just one of the airline’s routes connecting travellers with some of America’s most desirable ski destinations.
Here are three ski towns worth planning your next winter getaway around.
If you're flying with ski equipment, check United's sports equipment rules and fees before you travel. Remember to pack essential items such as gloves, goggles and perhaps a change of clothes in your hand luggage, in the unlikely event your checked bag gets delayed.
Check in online as soon as it opens and arrive at the airport with plenty of time to spare. Winter weather can cause delays, so really do keep an eye on your flight status and allow extra time for connections.
Any frequent skier will tell you that flights can get really busy, especially around the festive holidays and Presidents' Day weekend. Airlines, including United, will often overbook flights because some passengers will cancel, change their plans or simply fail to show up for their flight.
If United oversells a flight and you're involuntarily denied boarding, you may be entitled to cash compensation on top of alternative transportation. Eligible passengers can receive up to a maximum of $2,150, but this depends on the length of the delay and the original ticket fare.
If you're unsure of your rights, it's worth reading up on compensation if United bumps you from a flight before you travel. AirAdvisor has helped more than 800,000 passengers claim compensation from airlines, and its site explains passengers’ rights after being bumped.
Compensation does not apply in every situation, such as when passengers arrive late or fail to follow airline rules. United must give passengers the opportunity to volunteer their seats before involuntarily bumping anyone. These passengers can negotiate their own deal with the airline.
No guide to ski towns would be complete without mentioning Aspen. With four ski mountains, designer boutiques and an impressive dining scene, this former Victorian mining town has retained its historic character while embracing modern luxury.
Aspen Mountain and Aspen Highlands are known for their challenging terrain, but for beginners, they can find gentler slopes at Buttermilk and Snowmass. For experienced skiers, the legendary Highland Bowl at Aspen Highlands is a particular highlight, with steep double-black-diamond runs and spectacular mountain scenery.
The Little Nell is a five-star ski-in/ski-out property at the base of Aspen Mountain. Rooms come with gas fireplaces, down-filled seating, luxury soaking tubs, heated bathroom floors, Bose speakers, and even a complimentary (non-alcoholic) minibar.
United offers connections to Aspen from major hubs including Chicago O'Hare, Denver, Houston, Los Angeles and San Francisco. Its 2026-27 winter schedule includes seasonal services from Chicago, Houston and San Francisco, while flights from Denver and Los Angeles operate year-round.
Compared to some of the other ski resorts in Colorado, Jackson Hole is a little more rugged, but its appeal is just as strong. It offers steep terrain and spectacular views of the Tetons and it's regularly ranked among the top and most challenging ski areas in North America.
The region is part of the Greater Yellowstone Ecosystem; home to sightings of grizzly and black bears as well as moose, elk and bison. Teton Village sits right at the base with high-end slope-side amenities, and the nearby town of Jackson (about 25 minutes away) has a wonderfully historic western character complete with spots like the well-known Million Dollar Cowboy Bar.
The Four Seasons Resort and Residences Jackson Hole offers on-site ski concierge, boot warming, and gear preparation. There's also a year-round heated outdoor pool with three outdoor whirlpools/hot tubs, plus a full-service spa with hydro-amenities.
You can fly from Denver, Chicago, Houston, Los Angeles, Newark, San Francisco, Washington Dulles and the new Boston service. As mentioned earlier, the Boston route operates Saturdays from February 13 to March 20, 2027.
(Passengers on this new route can also qualify for a complimentary arrival-day lift ticket and equipment demo package. Simply present your boarding pass or proof of flight purchase at Jackson Hole Sports in Teton Village to redeem.)
If you're traveling with children, Beaver Creek comes highly recommended. It's a quieter, gated, family-first luxury resort known for heated sidewalks, impeccable grooming, shorter lines, and special little touches like complimentary warm cookies that the little ones will love.
It has an intimate and upscale layout featuring 2,082 skiable acres, including runs like the Birds of Prey Racecourse, Bachelor Gulch, and Rose Bowl. It's perfect for beginners and families looking for a peaceful and up-scale season on the slopes.
The Park Hyatt Beaver Creek Resort and Spa offers ski-in/ski-out access, heated outdoor pools, a full-service spa and easy access to the children's ski school. There's also a restaurant and a cafe to unwind and relax after a morning of skiing.
Fly United services from Chicago, Houston, Los Angeles, Newark, San Francisco and Washington Dulles, alongside year-round Denver flights. The winter 2026-27 schedule includes expanded service on several routes.
Whether you're drawn to Aspen's glamorous mountain scene, Jackson Hole's challenging terrain or Beaver Creek's family-friendly vibes, each luxury ski resort offers something different.
And with United's extensive winter network, getting to the mountains can actually be part of the fun. Book early, plan your connections carefully and you'll be well on your way to a very memorable winter escape.
