It's safe to say that this is probably the world's only combination diner/denim store. The ground level houses jeans by labels like People for Peace and 1921, while upstairs, shoppers enjoy burgers and jukebox tunes.
Proprietor Steve Woodruff has amassed the world's largest collection of vintage ski posters—our favorites depict rosy-cheeked couples gliding down slopes at grand European resorts. Their bold, graphic imagery might just compel you to become an instant collector.
This posh apothecary has branched out to other U.S. resort towns, but its original Aspen shop, full of products from sought-after brands such as Kanebo and Prada, is still the best.
Heidi Semrau's customer is the kind of woman who can't get enough Tory by TRB tunics and Zac Posen dresses, but would equally embrace a reworked vintage Nike track jacket or scribble-design Rogan tee.
Limited Luxe Tyrolean blazers, wall sconces mounted on antique snowshoes, and cowhide-upholstered wing chairs are just a sampling of what this retailer specializes in: over-the-top Black Forest chic.
Dressed-up shoes by fancy European labels—Christian Louboutin, Jimmy Choo, Bottega Veneta—dominate at this shop from the owner of Distractions.
Once dedicated to lingerie, this chandelier-strewn boutique has added to its racks colorful, trendproof clothing like Christopher Fischer striped cashmere pullovers and James Perse cotton tees.
A successful spinoff of its chic Denver sister store, this minimalist Max offers the latest from names like Dries Van Noten and Missoni.
What we unearthed at this great designer resale spot: a black Chanel blouse for $110, a flapper-like Chloe dress for $150, and a never-used Celine bag for a way-below-retail $200.
Since 1969, Pitkin has been known as the go-to spot in Aspen for laid-back apres-ski essentials: jeans, cashmere sweaters, shearling jackets—and, during the winter, homemade fudge to snack on while you shop.