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.

Due to COVID-19, all of the upcoming events for the next several months are subject to cancellation or postponement. Please double-check the event’s official website for the most accurate, timely information on whether an event is happening.

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.

Rifle Rendevous Festival

Date: Fri-Sun, May 14-16, 2021
Address: Rifle
About: 24th year of western fun, complete with a carnival, car show, live music and vendors.

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.

Go To June Events