After a day on the slopes or trails of Winter Park, there’s nothing like kicking back with a drink at one of the town’s fantastic bars. This charming ski town offers a diverse collection of bars to match the vibe of your Rocky Mountain adventure.
When you stay at a Winter Park House vacation rental, you’ll have convenient access to enjoy a beverage at any number of lively or laid-back spots after a day of exploring.
Ready to explore the top watering holes in Colorado’s favorite playground? Here’s our list of the 10 must-drink-at bars in Winter Park.
1. Vertical Bistro and Tap

- 130 Parry Peak Way, Winter Park, CO
- verticalbistro.com
- $$
- Modern ski lodge vibes
- Reservations recommended for peak times
This chic eatery combines a stellar drink menu with elevated small bites and stunning mountain views. Located in The Village at Winter Park Resort, you’ll find expertly crafted cocktails and a rotating selection of local beers served with a contemporary chalet ambiance. With great happy hour specials on signature drinks and creative appetizers, this is the perfect spot to visit for après-ski.
2. Hideaway Park Brewery
- 78927 US-40, Winter Park, CO
- hideawayparkbrewery.com
- $$
- Laid-back, small-batch brewery
Hideaway Park Brewery is a favorite among craft beer lovers for its small-batch brews and relaxed atmosphere. The cozy taproom features a rotating selection of beers, from hazy IPAs to rich stouts, with a no-frills focus on quality. Plenty of outdoor seating on the dog-friendly patio will make it easy to strike up conversations while you enjoy a solid beer and Colorado sunshine.
3. Idlewild Spirits Distillery

- 78737 U.S. Hwy 40 #1000, Winter Park, CO
- idlewildspirits.com
- $$
- Modern rustic distillery
- Online waitlist for dinner
This beloved local distillery offers handcrafted cocktails made with their signature spirits alongside delicious New American cuisine. The distillery prides itself on its grain-to-glass approach, using 100% Colorado-grown grains to create premium whiskey, bourbon, vodka, and gin.
Tasting flights and distillery tours give you the full experience and a generous happy hour with a small menu of elevated bar bites is perfect for warming up after a day on the slopes.
4. Big Trout Brewing
- 50 Vasquez Rd Suite F, Winter Park, CO
- bigtroutbrewing.com
- $$
- Modern brewpub
Big Trout Brewing is a cornerstone of Winter Park’s craft beer scene, with award-winning IPAs topping the impressive selection of craft beers on tap. Centrally located in Cooper Creek Square, this lively spot features fun events throughout the year, including live music on the square during summer.
Visitors can enjoy their brews in a comfortable indoor environment with garage doors to let in a fresh breeze or the patio featuring a heated and lit Gondola car for unique outdoor seating year-round.
5. Derailer Bar

- 85 Parsenn Rd, Winter Park, CO
- winterparkresort.com/derailer-bar
- $$
- Casual ski lodge
Located at the base of Winter Park Resort, Derailer Bar is the ultimate slopeside destination for lunch and après-ski drinks. Quick bites and a selection of crisp drinks make this an ideal spot to refuel and relax after a day on the slopes while watching skiers coming off the mountain from the south-facing deck. Their daily happy hour from 2:30 pm to 5:30 pm is perfect for early après-ski sessions.
6. Randi’s Grill and Pub
- 78521 U.S. Hwy 40, Winter Park, CO
- randiswinterpark.com
- $$
- Traditional Irish pub
Randi’s brings a bit of Ireland to Winter Park with its hearty fare, warm ambiance, and excellent draft beer and spirits selection. This laid-back eatery features an extensive menu, with everything from breakfast to dinner and a kids’ menu made with a focus on locally sourced ingredients.
Their popular happy hour and the casual, welcoming atmosphere make it a comfortable spot to kick back with some drinks after a day of mountain fun.
7. Deno’s Mountain Bistro

- 78911 U.S. Hwy 40, Winter Park, CO
- denoswp.com
- $$$
- Intimate wine bar and bistro
- Reservations recommended for dinner
Deno’s Mountain Bistro is an iconic spot in Winter Park, with an impressive wine selection complementing the Mediterranean-inspired and classic American cuisine. The extensive wine list and signature cocktails are the stars of the show, and they pair well with dinner menu standouts like steaks and hand-tossed pizzas in a cozy dining room. The daily happy hour is also a very popular stop for an elevated après.
8. Devil’s Craft
- 63 Cooper Creek Way Suite 133, Winter Park, CO
- devilscraftwinterpark.com
- $$
- Lively entertainment hub
- Reservations recommended for shows
Devil’s Craft stands out in Winter Park’s nightlife scene as a hub for entertainment and late-night fun. Known for hosting comedy shows, live music, and karaoke nights throughout the ski season, it’s the perfect spot to go out for something a little different.
The bar offers a great selection of beer, wine, and cocktails, and a fantastic happy hour runs specials later in the evening. The kitchen serves their full menu of creative bar fare until midnight, so you are covered for late-night adventures.
9. The Ditch on 40

- 78941 U.S. Hwy 40 Unit A, Winter Park, CO
- theditchon40.com
- $
- Southwestern bar and grill
The Ditch on 40 is a family-run roadside bar and grill that’s all about a taste of New Mexico in the Colorado mountains. The “best margaritas in town” top their drink menu, with beer and cocktail selections as well.
Their menu features scratch-made chile-focused dishes alongside great burgers and tasty sandwiches. The casual vibe and outdoor patio make this an ideal place to slow down to savor a margarita and some flavorful bites.
10. Stoney’s Winter Park
- 120 Parry Peak Way, Winter Park, CO
- stoneysbarandgrill.com
- $$
- Sports bar
For sports fans and beer lovers, Stoney’s Winter Park is the place to be. This lively sports bar is known for its extensive list of beers, wines, and cocktails. The 2-for-1 happy hour every day of the week is a major draw.
Stoney’s is the perfect spot to catch your favorite team’s game while enjoying affordable drinks and classic bar fare. The bar also offers a unique take-out menu that includes alcohol, making it a convenient option if you want to enjoy some drinks back at your vacation rental.
Where to Stay in Winter Park, Colorado
Whether you’re looking for a cocktail bar, a family-friendly pub, or a brewery, Winter Park’s bar scene has something for everyone.
Make your mountain getaway unforgettable with a stay at a Winter Park House vacation rental. With options from condos to luxury homes, you’ll find the perfect home base for your bar-hopping adventures. Sip, savor, and stay in Winter Park and let the good times flow!