Vail, Colorado, is more than just a world-famous ski destination—it’s a dynamic, year-round playground for adventurers of all ages. Surrounded by rugged mountain peaks and endless outdoor activities, Vail offers miles of scenic hiking and biking trails. But what really sets it apart is the vibrant atmosphere in Vail Village, where the fun doesn’t stop with changing seasons. With a packed events calendar, there’s always something to do. Whether you’re unwinding with some live music after a bike ride through golden aspen groves or exploring fresh local produce at the farmers’ market before taking the kids to one of the many parks, Vail offers a little something for everyone.
Few know the ins and outs of Vail’s vibrant community better than the person making the events happen. That’s why we reached out to Jeremy Gross, manager of special events for the Town of Vail. As the permitting mastermind behind many of the town’s major events, Gross told us about some of his favorite upcoming summer and fall activities.
Outside: What’s special about summer in Vail?
Jeremy Gross: Walking through the streets of Vail is a magical experience any time of year, but especially in summer. The village comes alive with vibrant flowers, open-air patios at every restaurant, the soothing sound of Gore Creek flowing through town, and stunning views of the Gore Range beneath crystal-blue skies. It’s an escape from the everyday—a step into a lively alpine paradise.
On top of that, Vail’s calendar is packed with unforgettable events. From the Vail Craft Beer Classic to the SpringFree and FreeFall bluegrass festivals, the weekly Vail Farmers’ Market, and concerts at the Amp, there’s always something special happening—elevating the mountain-town charm to a whole new level.
What are your favorite summer events?
I love the variety of events. There’s no better way to kick off the summer than the GoPro Mountain Games. The town comes alive with musicians on every corner and the world’s best adventure athletes competing in high-energy events throughout the village. It’s a vibe all its own.
For families, the excitement continues with the Kids Adventure Games—an unforgettable experience that gets kids off their screens and into the action. It’s the ultimate youth adventure race, with biking, river tubing, Tyrolean traverses, and more.
Is Vail a good destination for families?
Kids love playing in the Children’s Fountain, tubing through town down Gore Creek (tube rentals are available in town), or biking on the Gore Valley Trail. Pirate Ship Park, at the base of the gondola, is one of the coolest playgrounds around. Solaris and the Arrabelle turn their outdoor ice rinks into gathering spaces with lawn games and live music.
That covers the adventurous side, but there’s still plenty of culture for kids to experience. The Betty Ford Alpine Gardens are a short walk from Vail Village, right next to another one-of-a-kind playground, and feature an incredible collection of alpine plants. Grab a blanket and a picnic for the lawn to see the Dallas Symphony Orchestra, as part of Bravo! Vail, perform The Princess Bride in concert alongside the movie.
Thanks to the city’s pedestrian-friendly streets, kids in Vail are free to explore, play, and just be kids.
What happens at Vail in the fall?
Fall is a great time to visit Vail. Take a mountain bike ride through the changing aspens on the Golden Gate Trail for views so breathtaking that you’ll want to pedal slowly and take it all in. Stop by the Thursday or Sunday farmers’ markets for fresh Colorado produce at the peak of flavor.
Just after Labor Day this year, Vail Oktoberfest celebrates its 50th anniversary with two weekends of beer, food, and fun. Or, if you want to catch some live music, grab a flannel and head out to the FreeFall Bluegrass Festival in October for free world-class bluegrass music right in Vail Village.
What are your top tips for planning a Vail vacation?
DiscoverVail.com is full of so many tips, that’s the best one I can give. Check it out for the full list of upcoming events, hiking and biking routes, walking tours, shopping, dining, and lodging offers.
Discover Vail is the official destination marketing organization for Vail, Colorado. It’s responsible for promoting Vail as a premier year-round destination, focusing on boosting tourism and enhancing the economic health of Vail.
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