Street View: Winter Park

Check out Main Street in a favorite winter town.

Illustration by Chris Dent

1. Cooper Creek Square
47 Cooper Creek Way
As the only outdoor shopping center in Winter Park, Cooper Creek Square houses 11 shops and seven restaurants in one location so you can do all your shopping— and refuel for more—in one sweep. The two-story, wooden mall seems like its own mountain town. There’s a cute coffee shop, Mountain Grind; a hand-crafted custom-copper jewelry store, Altitude Jewelry; a funky gift shop, Peezie Marie; a spa, Bella Vita Mountain Day Spa & Gifts; and so much more.

2. Uptripping/WP Framewerx
78878 US-40
Owned by Shannon and Jeremy Henn, Uptripping is a must-visit for eclectic art and home furnishings. Stepping into the store feels like entering a museum. Our favorite was the owner’s “Après Ski” collection featuring depictions of celebrities, but there are so many other pieces to appreciate, including a table made from a repurposed vintage bicycle. A custom frame shop, WP Framewerx, is next door.

3. Volario’s
78786 US-40
Nestled inside a Bavarian-inspired inn adjacent to babbling Vasquez Creek lies this rustic gem. Volario’s stays true to the space’s foreign mountain atmosphere by serving authentic Northern Italian farmto- table fare paired with wine, microbrews, and craft cocktails. Enjoying local produce and an ever-changing seasonal menu, guests flood the doors to indulge in the best of the Italian Alps that the Rockies have to offer.

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4. Rudi’s Deli
78699 Main St.
The Rudi’s Deli Winter Park location is perfect for a quick lunch after a morning exploring the city or skiing in the mountains. Offering many items that suit a wide range of dietary and nutritional needs, the friendly dudes behind the counter are eager to make you a signature or custom sandwich.

5. Rollin’ Street Bakery
78737 US-40
Hospitality? Czech. Creativity? Czech. Delicious Chimney Cakes and Cones? Czech. Roll into this buzzing shop to taste a generations-old family recipe that owners Irena and Vladimir brought from the Czech Republic when they moved to Colorado years ago. Their take on the traditional European street pastry is unique; enjoy sweet or savory, like a steamy sandwich or rich ice cream cone.

6. Hideaway Park
Across from Volario’s
There’s something for anyone, any age, and any season at Hideaway Park. Bring the kiddies for fun on the free sledding hill, playground, skate park, and climbing wall; stroll the paved paths along Vasquez Creek, stopping at the fire pits to warm up as you go; or attend one of the many lively events at the Rendezvous Event Center, the park’s main attraction.

7. Deno’s Mountain Bistro
78911 US-40
A Colorado Restaurant Hall of Fame inductee and the longest-running family restaurant in Winter Park, Deno’s provides patrons with high-class restaurant experiences in a building that dates back to the early 1900s. Visit for dinner after a day on the slopes or reserve the private tasting room to dive into their extensive list of 600-plus wines.

8. Hideaway Park Brewery
78927 US-40
Locally owned by a couple of skiers who yearned for the small-town vibe, Hideaway Park Brewery fills the classic Colorado role right on the main road. For $6-$7 a pint, you can try an ever-rotating variety of craft beers on tap.