Don’t Miss This Summer’s Hidden Gem: Donkey Derby Days in Cripple Creek 🎉

If you’re on the hunt for a weekend escape in Colorado that mixes history, small-town charm, and pure, unfiltered fun, look no further than Donkey Derby Days in Cripple Creek, Colorado. Featured in a segment on American Dream TV, the festival is a living tribute to Colorado’s gold-rush days, complete with live music, quirky donkey races, and family-friendly festivities. As the summer sun warms the Front Range, it’s the perfect time to head to the high country for a little history and a lot of fun.

From Gold Mines to Donkey Biscuits, The Roots of the Celebration

Long ago, when Cripple Creek was booming with miners chasing gold, the sturdy, sure-footed donkeys we now admire during the event played a vital role. These pack animals carried supplies and ore through rugged mountain trails and into narrow mine tunnels, long before modern mining equipment ever existed.

When the mining era faded and modern processes made donkeys obsolete underground, many of these animals were simply released to roam free. Rather than letting them disappear into the mountains, locals rallied to protect them. That’s how Two Mile High Club was born in 1931, a volunteer-driven organization dedicated to caring for the Cripple Creek donkeys, providing shelter, vet care, and feeding throughout the harsh Colorado winters.

Out of that commitment sprang Donkey Derby Days, a celebration of history, heritage, and community, turning miners’ loyal companions into beloved icons of a festival that draws folks from across the state and beyond.

What Happens at Donkey Derby Days, Expect Fun, Music, and a Little Bit of Chaos

Held each June, Donkey Derby Days transforms Cripple Creek’s historic Bennett Avenue into a lively hub of activity, and it’s free to attend.

Here’s a taste of what’s in store:

Donkey Races , The heart of the event. Teams of two, a handler and a runner, attempt to coax a pack donkey down Bennett Avenue faster than the competition. It sounds easy, until a stubborn burro decides otherwise. Hilarity and chaos often ensues.
Parade: Saturday morning kicks off with a full-blown parade featuring a Color Guard, historic floats, horses, classic cars, and maybe even some lively re-enactments. It’s a fun mix of frontier nostalgia and small-town flair.
Live Music & Stage Performances: From country and bluegrass to classic rock and folk vibes, the festival brings together a range of musical talent. Acts in 2025 included Flying W Wranglers, Wild Blue, the band from the Air Force Academy, and regional favorites like Jason Lee Band and Tenderfoot Bluegrass Band.
Vendors & Food: Stroll among rows of local vendors selling everything from handmade jewelry, wood carvings, soaps, to unique crafts. Hungry? You’ll find BBQ, crepes, turkey legs, Mexican food, and other fair-style treats, perfect for fueling up between races.
Kid’s Zone & Family Activities: Because it’s not just for adults, there’s a kid zone for younger visitors, plus family-friendly entertainment all weekend long.
Old-Time Charm Meets Modern Festivities: Between events, you can stroll Cripple Creek’s historic downtown, check out local shops, or even pop into one of the area casinos if you’re feeling lucky.

Whether you come for the race, the music, or the atmosphere, you’ll find something to love.

Why It’s a Must-See, More Than Just a Festival

A Living History Lesson

Donkey Derby Days isn’t just kitschy fun. It’s a heartfelt nod to Colorado’s gold-rush past and the often-forgotten animals that helped build it. Seeing the donkeys roam downtown and hearing old mining stories from locals gives you a real glimpse into a bygone era.

Family-Friendly & Affordable

With free admission and activities for all ages, this festival is a rare gem. Whether you’re bringing kids or loved ones, everyone can get involved, from races and parades to music and snacks.

Community Spirit & Local Support

The event is run by the Two Mile High Club, entirely on donations and volunteer support. Attending, or better yet, volunteering, helps ensure these donkeys get vet care, proper shelter, and a safe life.

Close to Home for Colorado Springs Residents

If you live in or near Colorado Springs, Cripple Creek is an easy hour plus drive, perfect for a weekend escape. The change of scenery, mountains, history, small-town vibes, paired with the festival’s energy, makes it a very worthwhile day trip or overnight.

What the 2025 Segment on American Dream TV Helps You See

The recent coverage of the festival on American Dream TV, featuring Monica Breckenridge, brings extra exposure to this charming tradition. The segment captures the fun, the community spirit, and that old-West feel that makes Donkey Derby Days so unique. If you’ve ever thought Colorado living was all mountains and hiking, this story might just change your mind.

Watching the video makes it easy to picture yourself there, donkeys trotting down Bennett Avenue, families laughing, music in the air, and the mountain breeze off the Rockies in your hair. It’s part vacation, part history lesson, wholly Colorado.

More Than Just a Festival, It’s a Colorado Tradition Worth Experiencing

Donkey Derby Days is one of those rare events that manages to be both whimsical and meaningful, a celebration of animals, history, community, and pure-country fun. For Colorado residents and visitors alike, it’s a chance to step back in time, enjoy good music, and cheer on stubborn donkeys racing down a mountain-town street.

This summer, or next, if you’re looking for something different, something with soul, charm, and laughter, pack up the car, head out to Cripple Creek, and let Donkey Derby Days show you a side of Colorado you won’t soon forget.