Part rich man’s playground, part ski bum’s paradise, the Rocky Mountain enclave has multiple layers. We asked a few stylish regulars to name the best insider spots.

William E. Golde III

Belly Up Aspen is a tiny, incredible concert venue that hosts all different types of shows. It is, without question, the place to hear music in town.”

Giselle Leal

Boutique owner
“The best view of Aspen Mountain is the one from the lobby at the Wheeler Opera House, which holds events throughout the winter.”

Siu-Lin Robinson

“An afternoon at Swiss bistro Cloud Nine is like a fancy New York brunch party, where people dance on tables and spray champagne.”

Kow Atta-Mensah

Energy trader
“You can take a horse-drawn sleigh to get to Pine Creek Cookhouse. It’s a really cool experience—and the food is excellent.”

Jeff Clark

“I’m a big fan of the White Kitchen ski run, which goes right down the gut of Highland Bowl. When the trail is untracked, it’s incredible fun.”

Sara Evans

Graphic designer
“The Hangover Easy—it’s vodka, elderflower liqueur, and housepressed grapefruit juice—at breakfast spot Aspen Over Easy is super fresh.”