May Colorado Events

May brings warm weather and an end to the snow. Memorial Day weekend is the unofficial start of summer with festivities across the start. Fun events include the Downtown Denver Arts Festival and the Mountain Film In Telluride. Read our events blog.

2020 Annual May Festivals in Colorado

Cañon City Music & Blossom Festival

• Date: Wed-Sun, April 29-May 3, 2020
• Address: Cañon City
• About: Long running music festival featuring a parade, rodeo and carnival. High school, middle school and junior high school bands from across the country compete in Concert Band, Jazz Band, Parade and Orchestra.

Royal Gorge Rodeo

• Date: Fri-Sat, May 1-2, 2020
• Address: Cañon City
• About: Founded in 1872, this is Colorado’s longest continuously running rodeo, held over two days as part of the aforementioned Cañon City Music & Blossom Festival.

Durango Wine Experience

• Date: Thur-Sat, April 30-May 2, 2020
• Address: Durango
• About: 14th annual wine festival showcasing hundreds of craft wines, spirits and beers. The Walk-About Durango is a wine tasting held Friday and the Grand Tasting starts Saturday afternoon.

Fruita Fat Tire Festival

• Date: Fri-Sun, May 1-3, 2020
• Where: Fruita
• About: Four day celebration of mountain biking featuring seminars, competitions and a giant expo, now in its 25th year.

Estes Park Duck Race Festival

• Date: Sat, May 2, 2020
• Address: Estes Park
• About: You “adopt” a little rubber duck and race it down the Fall River. 95% of your entree will go to your choice of over 60 Estes Valley charities. There’s also prizes for hundreds of entries. Bond Park will feature family games and live music. In addition to the duck race, vendors in downtown Estes Park will be having a sidewalk sale Saturday and Sunday.

Cinco de Mayo Festival

• Date: Sat-Sun, May 2-3, 2020
• Address: Civic Center Park, Denver
• About: 33rd Cinco de Mayo celebration with music, dancing, food and festivities.

TheBigWonderful

• Date: Sat-Sun, May 2-3, 2020
• Address: Denver
• About: 7th weekend celebrating the Kentucky Derby and Cinco De Mayo. It features over 100 local makers live music on two stages, a VIP program and a lot of Colorado craft food and beverage.

Iron Horse Bicycle Classic

• Date: Fri-Sun, May 22-24, 2020
• Address: Durango-Silverton
• About: Historic bike race against the Durango and Silverton train, now in its 49th year.

Grand Old West Days

• Date: Fri-Mon, May 22-25, 2020
• Address: Craig
• About: Old West cultural festival that takes place over the Memorial Day Weekend at several locations: Fairgrounds, Downtown, and Cedar Mountain. Activities include a horse show, parade, carnival, live music, food and games.

Mountainfilm In Telluride

• Date: Fri-Mon, May 22-25, 2020
• Address: Telluride
• About: Film festival held since 1979 in downtown Telluride, making it one of the longest running in America.

Denver Arts Festival

• Date: Sat-Sun, May 23-24, 2020
• Address: Stapleton, Denver
• About: 22nd annual arts fest showcasing fine art from Colorado and national artists.

Rocky Mountain Pinball Showdown

• Date: Fri-Sun, May 23-25, 2020
• Address: Denver
• About: The ultimate pinball and gamer festival returns for its 17th year. Attend one or all three days and play all the games you can, no quarters needed.

Durango Blues Train

• Date: Thur-Sat, May 28-30, August 20-22, 2020
• Address: Durango
• About: Attend one of two weekends on an epic, one-of-a-kind blues train, roundtrip from Durango to Silverton.

Mike the Headless Chicken Festival

• Date: Postponed until further notice
• Address: Fruita
• About: Two days of honoring the late headless chicken named Mike. Events include a 5k race, poultry show, disc golf tourney, and car show.

Colorado Medieval Festival

• Date: Fri-Sun, May 29-31, 2020
• Address: Loveland
• About: It’s an outdoor medieval themed festival with live entertainment including knights, swordsmanship and music. There’ll be plenty of food, beer, craft vendors and a kid zone, no pets.

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