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20 of the Coolest Annual Winter Park Activities You Shouldn't Miss!

Year in and year out, there's no shortageof Winter Park activities! From skiing and hot air balloon rides to music festivals and more, the excitement doesn't stop here. Here's our list of 20 annual Winter Park activities - enjoy!


This is a given - we're known for skiing! Winter Park Resort is a skier's paradise, and every winter, its slopes are the place to be.

Blues From The Top

Every year, Winter Park is filled with the sweet sounds of blues at Blues From The Top. Presented by the Grand County Blues Society, this annual festival showcases some of the best blues music you'll hear!

Mountain Biking

If you prefer sunshine to snowstorms, then rejoice, because the mountains of Winter Park are filled with some of the best bike trails in the nation! Cross country and downhill bikers will find plenty of rides to keep them happy.

Well Fargo Ski Cup

Running now for 41 years, the Wells Fargo Ski Cup has been bringing professional skiers to compete at Winter Park Resort! The competition also raises funds for the National Sports Center for the Disabled. Don't miss it!

Hot Air Balloon Rides

None of the other Winter Park activities listed here will give you quite the thrill that a hot air balloon ride will! See Winter Park and the surrounding area in all its glory when you book a ride with Grand Adventure.

Winter Park Music Festival

Each year, Hideaway Park comes alive with the sounds of the annual Winter Park Music Festival!

Snow Tubing

Fun for all ages, snow tubing is a popular activity in Winter Park, and during the winter, locals and visitors alike frequent tubing parks. Check out our blog for more information!

Winter Park Wipe Out

What you do get when you combine an obstacle-filled scavenger hunt, with costumes, food and a lot of fun? You get Winter Park Wipe Out!

High Country Stampede Rodeo

Rodeos are a part of Colorado's culture, and if you head to Fraser you can experience the High Country Stampede Rodeo for yourself.

Winter Park Jazz Festival

Hideaway Park is home to the yearly Winter Park Jazz Festival, an event any music lover won't want to miss. Get more information here.


Take in the beauty of Colorado mountains when you hike the trails surrounding Winter Park. Click here for more information, including trail maps.

Winter Park Half Marathon and 5k

If hiking is too slow for you, loosen up your limbs and get your cardio in with the Winter Park Marathon and 5k. Presented by the Shining Stars Foundation, you can support a great cause and attempt to set a PR at the same time!


Kayak and raft the waters of Winter Park this summer. From Ground Lake to the Colorado River, you'll find plenty of places to get out on the water.

Winter Park Uncorked

Wine drinkers, this one is for you. Entering its second year, Winter Park Uncorked will please your taste buds with wine and food, backed by live music.

Spring Splash

You can't miss the annual Spring Splash - who doesn't want to watch skiers face off against against obstacles and a frozen pond? More information can be found here.

Winter Park Beer Festival

Colorado and craft beer are partners in good times, and you can celebrate with superb suds at the 7th Annual Winter Park Beer Festival!


Do you need to get away? Pack your bags (or RV) and head to many of the great camping spots in the area. Idlewild Campground and the Arapaho National Forest are both popular choices!

Rendezvous Run for Independence 5 Mile Run/Walk

Start your 4th of July weekend off on the right foot, followed by the left, and then the get the idea. Get more details on the race here.


When it comes to things to do in Winter Park, eating at a local restaurant is hard to beat. From fine dining to gourmet hot dogs, the town has it all. Check out our blog on the best places to eat in Winter Park!

Hideaway Park Brewery

A long day on the slopes calls for a good drink, and Hideaway Park Brewery is the place to get one. Try a BruBrew IPA or a Wapiti Golden Ale and call it a day. There are more than enough Winter Park activities to keep anyone and everyone happy. You might have such a good time that you'll want to stay! The team at Real Estate of Winter Park knows firsthand how much fun you can have here. Contact us today about our local properties

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