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2 Feb 2023
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Winter In Aspen
Aspen Weekend: Day 1

Before you hit the slopes for your winter weekend in Aspen, you’ll need to set your bags down and possibly nap off your flight. May we suggest the Chateau Aspen? This building is in the middle of the town and is sure to fit any weekend getaway in Aspen. For a bigger group and a private home, try Silver Kingdom!

Aspen offers four mountains for skiing, which are all a part of White River National Forest, the largest forest in Colorado. Buttermilk, Aspen, and Highlands are in Aspen proper, while the adjacent Snowmass, just a short drive from town, boasts as many lifts as the other three combined.

More advanced skiers flock toward Aspen Mountain, rising up from the center of downtown. All the locals can be found at Highlands with its expert terrain and the attraction of the Highlands Bowl. Buttermilk and Snowmass both boast premier terrain parks. Choosing any of the four will not disappoint – just have your ability in mind upon making the tough decision.

For any non-skiers, there are sightseeing passes for the mountains that can get you to the top of the mountain for some great Instagram shots. Or hit the town! Shop to your heart's content in the downtown core or hit a yoga class at O2 Aspen.

Ajax Tavern is the perfect place for groups to meet for lunch. Located right next to the Silver Queen Gondola, it is known both for its views of the Aspen Mountain slopes and its incredible food, which includes a raw bar, fondue and one of the juiciest grass-fed burgers in town. Yum!

If you manage not to eat yourself into a food coma, opt for a snowshoeing tour of Aspen Mountain, led twice daily by naturalists from the Aspen Center for Environmental Studies. Or, for a faster change of pace, T-Lazy-7 Ranch spearheads exciting snowmobiling adventures through magnificent Aspen groves ending at the base of the breathtaking Maroon Bells — while still somehow getting you back to town in time for après-ski.

An après hot spot for locals and tourists alike is 39 Degrees at the Sky hotel right at the base of Aspen Mountain. Or if you’re in Snowmass, try Venga Venga or Zane’s Tavern for some drinks to numb the wobbly legs. Afterwards, head to any of the restaurants downtown for some fabulous food to soak up your après skiing cocktails. Later, enjoy the Aspen nightlife, or retire full, happy, and tired to prepare for your next day!

Aspen Weekend: Day 2

Get the day going and stock up on some much-needed energy for a second day of hitting the slopes at Jour De Fête. It’s one of the best breakfasts in town and just blocks from Aspen Mountain! As an extra bonus, you can order ahead online and pick it up in-store on your way to the slopes. 

If you didn’t hit the slopes yesterday, try Buttermilk today. It is a versatile mountain and some even say it’s the best in the world for beginners to find their footing. There are certainly challenging trails as well as the beginner terrain making it great for a whole group of varying abilities. Additionally, The Hideout, a newly redesigned children’s center operated by the ski school at the base of the mountain, gives parents a breather while kids enjoy imaginative, nature-focused programming. Check out lessons, rentals, and lift tickets here.

When it’s time for dinner, make your way to Meat & Cheese, a place known for its upscale farmhouse cuisine and to-go market pedaling cured meats, cheeses and handcrafted pantry items. Its menu ranges from boards highlighting rotisserie chicken or porchetta to globally influenced dishes, like rice dumplings with shredded pork and Korean chili sauce, and lamb korma with scallion pancakes, chai-pickled grapes, yogurt and mint.

Where better to head with a full belly than Belly Up? Aspen’s premier music venue has hosted musical legends like B.B. King, Snoop Dogg, Lynyrd Skynyrd and many more. The lineup is always top notch, and the intimate venue is something everyone enjoys experiencing. Or, try the historic Wheeler Opera House for some nighttime entertainment.

Ready to head to Aspen for the weekend? View all our Aspen Vacation Rentals and start planning today!