Posted on 6/11/2025

The Best Things to Do in Downtown Winter Park, CO

Winter Park is a well-loved summer spot that draws in adventure-seeking visitors from all over. But guess what?  It's also an awesome place to shop, eat, and relax! Check out what downtown Winter Park has in store for your fun-filled summer - there's something for everyone to enjoy!  


StayWinterPark provides fully-furnished condos, upscale townhomes, cabins and bigger private homes where you can leave your car behind and stroll to all the amazing attractions mentioned here.

Spas and wellness

Downtown is packed with great spots to treat yourself and your friends.  You can unwind with a soothing massage to ease those tired muscles after your outdoor escapades.

If you're in the mood for a refresh, head to the salon for a facial or a stylish new haircut.

For a more active experience, consider joining an outdoor yoga session or check out Ascending Spirit studio for classes and unique shopping options.

Dining and more

The downtown area has a wide range of dining choices - whether you're in the mood for breakfast in the morning, lunch during the day or dinner at night.  You can choose from Italian and pizza, Mexican food, deli sandwiches, steak and seafood or genuine Thai cuisine.

If you're just after a quick bite to enjoy with some specialty drinks from a nearby brewery or distillery, we've got you covered - don't forget to look for happy hour specials.

Live Music, festivals and nightlife

Catch free music every week at Rendezvous Event Center on Thursday nights.  Then, head over to Cooper Creek Square on Friday and Saturday.Don't forget about Tuesday nights in Fraser. 

Experience awesome bands at one of the weekend festivals -  whether it's the Blues Festival, Jazz Festival or Revel in the Park.

Devil's Craft has live music on the weekends featuring both local and national acts.  

Be sure to look at the event calendar to find out where you can join in on Open mic night, Game nights, Karaoke and more

Arts, Crafts and history

Downtown Winter Park and  nearby Fraser provide unique events and an opportunity to enjoy art in the fresh mountain air, along with festivals and local galleries where you can take a piece of Winter Park back with you.

Check out one of the museums to get a glimpse of the local history and discover how the towns and county developed from their frontier days.


Summer Time Adventures

So many outdoor adventures to experience!

From mountain biking and e-bike trails to hiking, fishing, golfing, horseback riding, hot air balloon rides, rodeos and a ton of activities at the Winter Park Resort.


Make Your Reservations with StayWinterPark

Now that your familiar with downtown Winter Park, it's time to get your Colorado trip planned! Our stunning vacation rentals have everything you need for an amazing getaway. If you want easy access to Cooper Creek Square, take a look at nearby spots like Crestview Place, Beaver Village, Arrow Townhomes. Besides a free shuttle service during the summer, our rentals also offer high-speed WiFi, cozy gas fireplaces, and fantastic views. Honestly, it doesn't get any better than this!

Are you excited to discover your ideal home-away-from-home? Check our rentals and secure your stay today! We can't wait to welcome you.


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