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Aspen Highlands

If Aspen Mountain is a Cadill ac Escalade, then Highlands is a Toyota Tacoma: genuine, badass and, yes, expensive, but not on account of frills like plush leather seats. Highlands is a skier’s hill, with blood-rushing steeps (nearly 50-degree, no-fall zones in hike-to Highland Bowl), yee-haw trees (Boomerang Woods and Steeplechase) and eye-watering groomers (Gunbarrel and Golden Horn) so deliciously pitched, readers wonder why no one’s skiing them. And then there’s the laid-back vibe. Where else can you get a free hot dog, grilled by lifties, as you swing through the empty chair maze on a spring afternoon? That’s not to say Highlands lacks sophistication— it’s just the friendly, worn-in kind. Cloud 9 Bistro, for example, is one of the coziest dining spots this side of the Alps. Readers complain about a lack of, well, everything, at the base. (There’s a reason we don’t call it a “village.”) But hey, if it’s shopping you want, drive that Cadillac over to Aspen. —Kimberly Beekman

What’s New» The midmountain Merry Go Round restaurant has received a much-needed remodeling—in Highlands’ ducttape- chic style.

Must Do » Hike the Bowl. It’s 45 minutes for mortals, and the views are divine.

On-Hill Lunch » Warm your hands around a mug of glühwein and share a platter of sizzling raclette at Cloud 9 Bistro.

Cloud Nine

Cloud Nine
cloud nine
Highlands' midmountain bistro may just be the best restaurant in the valley.

There are few places as special as Cloud Nine, Aspen Highlands’ midmountain Alpine bistro. It’s a slice of Europe, and it may just be the best restaurant in the valley. (Which, considering the valley, is high praise indeed.) In the dead of winter, as snow piles high around the windows, locals gather around the fire to sip gluevine and dry out their boots. In the spring, people kick back on the deck, sipping wines from the ice bar dug in the snowbank. It’s open to the public for dinner Thursday night, accessible via snowcat.


High-caliber Aspen sushi.

Owned by famed Japanese chef Nobu Matsuhisa (who has restaurants everywhere from Las Vegas to Athens to Tokyo), Aspen's Matsuhisa serves up the town's best sushi to a packed and often celebrity-filled clientele. They serve exquisitely-crafted rolls and sashimi, as well as a masterful dinner menu including lobster with wasabi pepper and Chilean sea bass with black bean sauce. You may need to make a reservation a month in advance.


Aspen going global

This Latin American bistro serves up bold and flavorful fare. Longtime Aspen local/owner Michael Beary searches out authentic ingredients for dishes such as Iberico ham and chorizo salad, shrimp-tomatillo sopes and skirt steak with Oaxacan mozzarella and chile chilhaucle sauce.; 970-920-1991

The Annabelle Inn - Aspen, Colorado

The Annabelle Inn - Aspen, Colorado
This Aspen bed and breakfast will have you right at home.

The Annabelle can be summed up in one word: darling. The rooms are quaint and, in classic B&B style, each has a different décor and feel. (On the downside of darling, however, they are small, and bathrooms are cramped.) A breakfast buffet is served downstairs in the cozy lobby each morning, where the friendly proprietors make themselves available for advice on everything from restaurants to snow conditions.

The Aspen Square Lodge: Stay in the Heart of Aspen

The Aspen Square Lodge: Stay in the Heart of Aspen
Aspen Square Lodge
Wood-burning fireplaces in each of the single bedroom condo-style rooms and other amenities make the Aspen Square a great place to stay.

The Aspen Square Lodge is smack in the center of town, which is its single greatest attribute. It’s steps from the gondola, steps to every restaurant and bar in town, and steps from the grocery store, which comes in handy when you’re stocking your unit’s newly renovated kitchen.

Which brings us to the second greatest attribute: It offers the only single-bedroom condo-style units in town. Other perks include an outdoor pool and hot tub, and a wood-burning fireplace in each unit. When booking, secure a renovated unit. | 970-925-1000

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