Skiing and snowboarding on Aspen's world-class slopes may be #1 on the bucket list, but the fun doesn't stop there. Get the most out of this winter season in Aspen and see how many items you can check off of our winter bucket list:
Catch first tracks on Ajax with Aspen Snowmass. Whether you're carving fresh corduroy or gliding down fluffy powder, first tracks gives strong to intermediate riders the chance to get first tracks on whatever conditions the day brings. Led by an experienced pro, get a head start on your ski day with one guided run before the lifts open to the public (valid ticket or season pass and first tracks reservations are required).
After a run or two, dig into the oatmeal pancakes at Bonnie’s. On bluebird days, catch a few morning rays on the deck or settle in by the window and watch the snow flakes and skiers fly by. Trust us, it’s worth the ski break.
Discover the many hidden shrines on Aspen Mountain. From tributes to musicians to remembering legendary locals and fallen friends, keep your eyes peeled for a glimpse into the past.
Hike the Highland Bowl, known for stunning mountain views and stellar steeps. Before you hike the bowl, make sure you know how to ski the Highland Bowl like a local. If you don't already have one, you can purchase a ski strap for the hike either at Aspen Highlands patrol headquarters or from a local outdoor retailer in town. We recommend a few warm-up laps before the big hike. Aspen Highlands favorites include Thunderbowl, Steeplechase, and Deep Temerity. Highland Bowl hike is not for everyone. Even when choosing to utilize the snowcat, which can take you part of the way up the ridge, you still must hike to an elevation of 12,392 feet to ski the double black diamond – experts-only terrain. Risks include death. Be prepared and know before you go.
Dance the night away to live music at Belly Up, sway to the sounds of smooth jazz at the newly opened Paul JAS Center, or catch a performance at the historic Wheeler Opera House. Explore the exciting lineup of events and arts and culture this season.
Watch the pros catch air and push the limits of their sport at X Games Aspen. From action-packed competitions to a lineup of DJs, experience the excitement at Buttermilk Mountain from January 23-25, 2026.
Race your friends to the NASTAR finish line on Aspen Mountain.
Indulge in après ski. Not sure where to go? Check out our guide to après ski in Aspen.
Hit the skintrack. Uphill skiing has been gaining immense popularity in Aspen. Besides a rewarding workout, uphillers enjoy breathtaking mountain views and a well-earned run back to town. For a list of rules and regulations, click here.
Take a horse-drawn sleigh ride during the day or under the stars to Pine Creek Cookhouse for lunch or dinner; check out these additional adventure dining options in Aspen.
After a full day of adventures, unwind with a night on the town and refuel with a delicious dinner.
Looking for more fun in Aspen? From the thriving arts and culture scene to the downtown pedestrian malls full of art galleries, shops, and a range of restaurants, explore all that Aspen has to offer.
