Winter Park has a vibrant summer line-up of live music, culinary festivals, wellness events and more. Learn more about free weekly events and signature events here.
Weekly Summer Events
Keep the body & mind happy with these FREE weekly events.
Fitness In The Park – Yoga & Pilates Class
Location: Rendezvous Event Center or Cooper Creek Square in Downtown Winter Park
Time: 9 AM – 10 AM
Dates: Sundays, from June 15 – August 25, 2019
High Note Thursdays – Free Live Music Concerts
Location: Hideaway Park in Downtown Winter Park
Time: 6 PM – 8 PM
Dates: Thursdays, June 20 – August 22, 2019
Mountainside Yoga
Location: By the Village Pond at Winter Park Resort
Time: 5 PM – 6 PM
Dates: June 18 – August 27, 2019
Signature Summer Events
Winter has a jam packed schedule of annual events that see guests returning year after year.
June 22, 2019
Switchback Music Festival
Location: Rendezvous Event Center
Time: From 11.30 AM (Rendezvous Event Center)
Winter Park goes all out for Country music lovers with an afternoon of guitars, boots and old time jams.
June 29-30, 2019
Grand County Blues From The Top
Location: Rendezvous Event Center & Smokin’ Moes
Time: 10.30 AM – 7 PM (Rendezvous Event Center)
Regional, national & national blues acts spark up the air waves in Winter Park.
July 4, 2019
4th Of July Celebration & Fireworks
Location: Rendezvous Event Center in Downtown Winter Park
Time: 6 PM – 9 PM
Enjoy live music, inflatables, face painting, live music and fireworks at the annual 4th of July bash.
July 6, 2019
Tequila & Tacos
Location: Rendezvous Event Center in Downtown Winter Park
Time: 1 PM – 5 PM
Sample the very best in craft tequila, tacos & live music from Santana cover band Soul Sacrifice.
July 13-14, 2019
Winter Park Alpine ArtAffair
Location: Rendezvous Event Center in Downtown Winter Park
Time: All day
Explore rocky mountain fine arts & crafts: jewelry, metal work, photography, woodwork, painting, glass and more.
July 20 & 21, 2019
Winter Park Jazz Festival
Location: Rendezvous Event Center in Downtown Winter Park
Time: 11 AM – 6 PM
The wildly popular Jazz Festival returns for another year of fabulous music from national acts & local talent.
July 23 – 28, 2019
2019 USA Cycling National Champtionships
Location: Trestle Bike Park at Winter Park Resort
Time: All day
The world’s best mountain bikers will be coming together in Winter Park to compete in a full spectrum of events including Downhill, Enduro, Cross Country & Dual Slalom.
August 3, 2019
Winter Park Beer Festival
Location: Rendezvous Event Center in Downtown Winter Park
Time: 12 PM – 5 PM
Sample the very best craft brews and dance it off to live music from national & regional acts at Hideaway Park.
August 9-11, 2019
Bike Winter Park Weekend
Location: Rendezvous Event Center & Surrounding Winter Park
Time: All day
Roll Massif hosts two epic bike events in Winter Park: Sunset to Sunrise (a 12 hour relay race), and Crooked Gravel (an epic dirt road 68 or 97 mile race). Live music and merriment precedes and concludes the events at Rendezvous Event Center.
August 17, 2019
Solshine Music Festival
Location: Rendezvous Event Center in Downtown Winter Park
Time: 5 PM – 10 PM
Watch the sun go down while you dance the night away to live music by national funk and dance acts (more details coming soon).
August 24, 2019
Winter Park Uncorked
Location: Rendezvous Event Center in Downtown Winter Park
Time: 12 PM – 4 PM
Relax and soak in the social scene with wine tasting, good food and live music at Rendezvous Event Center.
August 31, 2019
Country In The Park
Location: Rendezvous Event Center in Downtown Winter Park
Time: 1 PM – 6 PM
Country takes to the main stage with Platinum certified headliner Dustin Lynch, Chancey Willaims & the Younger Brothers Band.
September 7, 2019
Mountain Oktoberfest
Location: Winter Park Resort Village
Time: 11 AM – 4 PM
Winter Park Resort’s Fall beer & art festival never disappoints.
Looking to explore a little more during your time in Winter Park? Experience your own adventure by taking part in some of the summer activities on offer in Winter Park, Colorado.
