Events and Concerts in Winter Park, CO
A Year-Round Mountain Town of Music, Movies & More

Winter Park Film Festival & Movie Theater

Each year, Winter Park hosts its own Film Festival, celebrating independent filmmakers, outdoor adventure stories, and mountain culture. With screenings, director Q&As, and a laid-back, small-town vibe, the festival draws creatives and cinephiles from around the state—and it’s all just minutes from your front door at Sojourn.
This local favorite brings big-screen entertainment to the mountains with first-run movies, reclining seats, and an upscale bowling alley and bar—all in one spot. Whether it's a snowy day or a casual date night, The Foundry is a Winter Park go-to.

Concerts in Winter Park, CO

Free weekly concerts at Hideaway Park’s Rendezvous Event Center, featuring local and touring bands in a beautiful outdoor venue.
A signature summer weekend featuring nationally known jazz artists. Bring a blanket, grab a drink, and enjoy the music with the mountains as your backdrop.


An annual summer staple since 2003, this award-winning blues festival brings national and local talent to the Rendezvous Event Center for two days of incredible performances set against the mountain backdrop.
Seasonal Festivals & Events in Winter Park
Live music, lawn games, family-friendly fun, and a dazzling fireworks display make this Independence Day celebration one of Winter Park’s most beloved summer traditions.


Wine lovers rejoice! This late-summer event features regional wines, craft cocktails, gourmet bites, and live music—all in the heart of downtown Winter Park.
Celebrate the season with beer tastings, stein-holding contests, and live music at the annual Oktoberfest Hop Crawler. This laid-back fall event lets you sample seasonal brews while exploring downtown Winter Park on foot—no driving required.


Say goodbye to ski season with a full month of slope-side parties, pond skimming, live DJs, and mountain-themed celebrations. Held every April, it’s the perfect way to welcome spring—Winter Park style.
Hosted by the Winter Park Sidewalk Art Festival, this juried fine arts event brings artists from across the country to showcase paintings, photography, sculpture, jewelry, and more. A must-see for art lovers.


Just down the road in Fraser, this family-friendly rodeo series runs throughout the summer with barrel racing, bull riding, and Western-style fun for all ages.
Live Close to the Music
From summer festivals to casual weekend sets, there’s always something happening nearby. It’s one more reason why life at Sojourn feels connected, convenient, and tuned into the rhythm of Winter Park.