Can’t-Miss Summer Events in Winter Park (2026)

We’ll just say it: This summer is going to be AMAZING, and not just because of all the sun and scenery. With the longer days and warmer weather, we’ve got a full schedule packed with events for you and your whole crew, including live music, trailside festivals, outdoor activities, and so much more. So, grab your sunscreen and get ready for summer in the Rocky Mountains.

Psst: Want some expert advice? Make Winter Park your base camp for summer adventure and stay trailside so you can experience it all! Check out our Deals & Packages page for the best offers.

Deals & Packages

Summer Events in Winter Park

July 11 | TheBigWonderful Beer Fest and Bluegrass

The BigWonderful Beer Fest and Bluegrass is back! Come hang out trailside and enjoy free live bluegrass concerts, unlimited samples from Colorado breweries, and a bustling bazaar full of crafts and other artsy finds.

July 24-25 | Revel in the Park

Mountain music, two full evenings of bands, fantastic views, and your perfect place to stay.​ Revel in the Park offers a stacked lineup including Kitchen Dwellers, Dogs in a Pile, and more. Book your stay with Winter Park Resort—official lodging partner for the weekend.

August 22 | Tacos + Margs in the Mountains

Did someone say unlimited tacos?? Oh yeah, we did! Chow down on all the street-style tacos your heart desires and sip on a rainbow of margarita samples during our annual Tacos + Margs in the Mountains festival. We’re keeping this party going all day long on August 22 with plenty of live music, big views, and good times all around.

September 18-19 | Rocky Mountain Wine Festival

Drink wine mountainside? Count us in! Spend the weekend up at Winter Park and sample your way through award-winning wines from around the world while you listen to live music and soak up the sun. Presented by Rendezvous Colorado, Rocky Mountain Wine Fest benefits our friends at the National Sports Center for the Disabled (NSCD)!

Book Trailside Lodging

Weekly Events

Mountaintop Happy Hour | Every Friday & Saturday Starting Mid-June | Starts at 4pm

Take in the views, take a sip of your favorite drink, repeat. On Fridays and Saturdays, take the Gondola up to Sunspot to enjoy live music, gorgeous Rocky Mountain views, delicious food and drinks, and good times at Mountaintop Happy Hour. Did we mention Gondola rides are free after 4pm?

Summer Music Series | June 27-August 29 | Saturdays from 1-3pm

Live music and mountains? Talk about a dynamic duo! The Summer Music Series presented by Rendevous Colorado is your chance to sit back, soak in the mountain views, and listen to live performances from local artists. Stop by the Village Gazebo on Saturdays from 1-3pm for trailside hangouts and tunes. Pro tip: Stop by Treeline Treats or Trail’s End Mercantile for some pre-show snacks.

High-Note Thursdays | June 19-August 28 | Thursdays from 6pm-8 pm

Grab your picnic blankets and head to Rendezvous Event Center every Thursday for free live concerts from a variety of artists. This community event is a great way to get to know the town of Winter Park, discover new music, and experience the local lifestyle. Chairs are provided!

Coca-Cola Movie Nights | Every Friday, June 19 – August 21

Gather up your crew and relax outdoors for a free movie under the stars. We’ll provide the movie, chairs, and a beautiful place to relax. All you need are snacks and some extra layers to stay cozy after sunset.

Movie Schedule

High Country Stampede Rodeo | Every Saturday, July 4 – August 15

Grand County is known for its rural roots and rodeos! Take the whole family down to the High Country Stampede Rodeo on Saturday nights to watch an exciting, CPRA rodeo event with bull riding, team roping, clown acts, barrel racing, mutton bustin’, and more. Cool off with ice cream from the Ice Box and dig into delicious Chuck Wagon BBQ for dinner.

Still Looking For More?

Read our 100 Things To Do This Summer for even more recommendations! Or check out our events calendar or the calendar for the town of Winter Park.

Resort Events

Town Events