The Best Places to See Live Music in Winter Park, Colorado


By Dan Weida - October 5, 2025

Winter Park, Colorado, is known for its world-class skiing and breathtaking mountain scenery, but there’s another side to this alpine town that locals and visitors alike love — its thriving live music scene. From outdoor summer concerts to cozy indoor performances, Winter Park offers an impressive range of musical experiences. Whether you’re into blues, jazz, rock, or acoustic mountain jams, this small Colorado town delivers big on sound.

Here are some of the best places to experience live music in Winter Park, CO, plus details on the area’s biggest music festivals and seasonal events that make the town come alive year-round.


1. Rendezvous Event Center at Hideaway Park

Located in the heart of downtown Winter Park, Rendezvous Event Center (often referred to as Hideaway Park) is the epicenter of live outdoor music in the area. This beautifully designed venue features a large stage, open green lawn, and stunning mountain views.

During the summer months, the park hosts some of Winter Park’s most popular events, including the Winter Park Jazz Festival and Blues From the Top. Both attract thousands of music lovers each year and have helped cement the town’s reputation as one of Colorado’s top mountain music destinations.

The venue’s open-air design makes it perfect for picnicking, dancing barefoot in the grass, or simply soaking up mountain sunshine while enjoying world-class performances. With excellent acoustics and easy access to downtown restaurants and shops, Rendezvous Event Center is a must-visit for any music lover exploring Winter Park.


2. Cooper Creek Square: Music on the Square

Just down the road from Hideaway Park sits Cooper Creek Square, a charming pedestrian plaza lined with boutique shops, cafés, and restaurants. Every summer, the square transforms into a mini-music festival each Friday evening during Music on the Square — a free outdoor concert series that runs from June through early September.

Performances range from local singer-songwriters and bluegrass duos to upbeat funk, jazz, and folk bands. The cozy courtyard setting, complete with twinkle lights and a central fountain, creates a warm community vibe that’s perfect for a relaxed evening out.

Bring a chair or blanket, grab a drink or bite to eat from one of the nearby restaurants, and settle in for an intimate live music experience surrounded by mountain air and friendly locals.


3. Devil’s Craft

For those who prefer an indoor venue with great food and craft cocktails, Devil’s Craft is one of Winter Park’s top choices for live entertainment. This modern bar and stage hosts a rotating lineup of local bands, DJs, open mic nights, and even comedy shows.

Devil’s Craft combines a lively bar scene with an authentic music-venue atmosphere — the sound system is top-notch, and the space feels both energetic and intimate. It’s a great place to unwind after a day on the slopes or hiking trails, offering a chance to connect with locals and visitors while catching a talented band up close.

With its elevated comfort food, extensive drink menu, and friendly vibe, Devil’s Craft is an easy recommendation for anyone craving live music indoors.


4. High Note Thursdays

One of the most anticipated seasonal traditions in Winter Park is High Note Thursdays, a weekly free concert series held every Thursday evening throughout the summer at Rendezvous Event Center. Each week features a different artist, spanning genres like funk, Americana, blues, country, and rock.

Locals often bring picnic baskets, blankets, and lawn chairs to enjoy the music under the open sky as the sun sets behind the Rockies. Food vendors and local breweries typically set up on site, adding to the festival atmosphere.

High Note Thursdays perfectly capture the laid-back yet vibrant mountain town vibe — great music, friendly faces, and unforgettable sunsets. If you visit Winter Park between June and August, this is one event you won’t want to miss.


5. Blues From the Top Music Festival

Now celebrating over two decades of incredible performances, the Blues From the Top Music Festival has become one of Colorado’s premier blues events. Hosted annually at Rendezvous Event Center, this multi-day festival brings in nationally recognized blues artists alongside local and regional talent.

Fans can expect powerful guitar riffs, soulful vocals, and an atmosphere filled with good vibes and great food. The event is family-friendly and features local craft vendors, food trucks, and beer tents. Set against Winter Park’s mountain backdrop, Blues From the Top delivers a one-of-a-kind experience for blues enthusiasts and casual listeners alike.

This festival typically takes place in late June and kicks off the summer music season in Winter Park with an unforgettable weekend of rhythm and soul.


6. Winter Park Jazz Festival

Another standout on the mountain town’s musical calendar is the Winter Park Jazz Festival, a long-running event that draws world-class jazz musicians from around the country. Each July, jazz lovers gather at Rendezvous Event Center for a weekend filled with smooth grooves and high-energy performances.

The atmosphere is lively but relaxed — festivalgoers spread out picnic blankets, sip wine, and enjoy Colorado sunshine while world-renowned artists take the stage. From contemporary jazz to classic soul and R&B influences, the Winter Park Jazz Festival offers something for everyone.

Beyond the music, the festival is a celebration of community, culture, and the magic of live performance in the heart of the Rockies.


Tips for Enjoying Live Music in Winter Park

  • Plan ahead: Many of the biggest events, like Jazz Fest and Blues From the Top, sell out or reach capacity. Buy tickets early and check performance schedules in advance.

  • Dress for the mountains: Even summer evenings can get cool — bring layers, blankets, and a chair for outdoor shows.

  • Support local musicians: Many restaurants and small bars host rotating artists. Drop a tip or purchase some merchandise to support the local scene.

  • Make a weekend of it: Combine concerts with hiking, biking, or a scenic gondola ride for a full mountain getaway.


Experience the Rhythm of the Rockies

From small-town charm to big-stage energy, Winter Park, Colorado, offers one of the most diverse live music experiences in the state. Whether you’re swaying under the stars at High Note Thursdays, dancing barefoot at Blues From the Top, or enjoying jazz legends at Rendezvous Event Center, the sounds of the mountains will stay with you long after the music fades.

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