Pikes Peak Region Events
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Dates: Throughout the holiday season!
Location: Small businesses throughout the region
Forget the big-box stores. Find one-of-a-kind gifts from local shops and artisans – from handcrafted treasures to local flavors, we’ve curated a list of unique gifts from our attractions.
Regional event calendar
There’s always something happening in the Pikes Peak region. From festivals and live performances to family-friendly fun, our friends at Peak Radar keep track of it all. Explore what’s coming up on their community events calendar.
Events for May 2026
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Early Bird Hike & Bike
Jun 24 - Aug 26
Wed, Jun 24 @ 5:00 am
Wed, Jul 29 @ 5:00 am
Wed, Aug 26 @ 5:00 am
95th Annual Donkey Derby Days
Jun 26 - Jun 28
Fri, Jun 26 @ 2:00 pm
Sat, Jun 27 @ 10:00 am
Sun, Jun 28 @ 10:00 am
Jun 24, 2026 - Aug 26, 2026
Early Bird Hike & Bike
Presented by City of Colorado Springs Parks, Recreation & Cultural Services at Garden of the Gods Visitor and Nature Center Colorado Springs, CO
All normal park rules will be enforced. For safety and per normal park rules, skateboarding and longboards are not allowed. As always, entrance to the park is free. Free Parking. Parking is available at Parking Lot #1, near the park’s main entrance on 30th Street. Additional and accessible parking available at the Garden of the Gods Visitor and Nature Center as well as the Trading Post. Weather dependent. This calendar listing is brought to you by Peak Radar, the Pikes Peak region's one-stop, online website for arts and entertainment events, powered by the Cultural Office of the Pikes Peak Region.
Jun 25, 2026
Moonlight on the Mountain
Presented by Cheyenne Mountain Zoo at Cheyenne Mountain Zoo Colorado Springs, CO
Enjoy local musicians performing, celebrate our centennial year with a special drone show and explore the Zoo until 9:30 pm. All event proceeds benefit the care of the Zoo’s animals, and all of our community partners donate the samples for the event. This calendar listing is brought to you by Peak Radar, the Pikes Peak region's one-stop, online website for arts and entertainment events, powered by the Cultural Office of the Pikes Peak Region.
Jun 25, 2026
Banning Lewis Ranch Summer Concert Series: The Burroughs
Presented by Banning Lewis Ranch at Vista Park Pavilion Colorado Springs, CO
From humble beginnings covering soul standards in their unlikely hometown of Greeley, Colorado, The Burroughs have traversed a decade of growth and reinvention to become a band that defies odds and transcends categorization. Since 2013, the 9-piece act has lit up stages around the country with their trademark brand of “sweaty soul music,” an invitation for audiences to dance, celebrate, and connect under a unifying and infectious groove. This calendar listing is brought to you by Peak Radar, the Pikes Peak region's one-stop, online website for arts and entertainment events, powered by the Cultural Office of the Pikes Peak Region.
Jun 26, 2026
Jazz in the Garden Presents: Hennessy 6
Presented by Grace and St. Stephen's Episcopal Church at Grace and St. Stephen's Episcopal Church Colorado Springs, CO
Bringing its unique sound to concert halls, clubs and festivals, the Hennessy 6 showcases its exciting original material to enthusiastic audiences and packed clubs throughout their touring area. Whether performing as a stand-alone sextet or with a full orchestra, the Hennessy 6 explores multiple styles and flavors with versatility and virtuosity. Collectively, the band’s members have appeared alongside numerous luminaries of the music world, including Dave Liebman, Maria Schneider, Joe Walsh, Ernie Watts, John Faddis, Wycliffe Gordon, Vince Gill, and Amy Grant. The 2026 season begins on May 29 at 7pm in the garden at the corner of N. Tejon and Monument Streets., just blocks north of downtown, and continues on alternate Fridays through August 21. Bring a picnic, lawn chairs and blankets, and get ready to spend your evening with the best music to be found in the city–new, old, tried and true you don't want to miss a single one! We'll provide beverages (for donation) and music that will get your toes tapping and fingers snapping. Picnics welcome. Blankets and lawn chairs encouraged. Beverages available. Family-friendly music and atmosphere. Live broadcasts on KCME Jazz 93.5 FM will be available. This calendar listing is brought to you by Peak Radar, the Pikes Peak region's one-stop, online website for arts and entertainment events, powered by the Cultural Office of the Pikes Peak Region.
Jun 26, 2026
Grapefruit Moon + Dr Taco Food Truck
Presented by Buffalo Lodge Bicycle Resort at Buffalo Lodge Bicycle Resort Colorado Springs, CO
LIVE at the Lodge is a weekly concert series happening every Friday and Saturday night at the Buffalo Lodge Bicycle Resort. Join us for free local live music, great local food trucks, Colorado crafted drinks, and a friendly community of regulars. This Friday is Grapefruit Moon, playing new folk, indie, pop, alt-country & a bit of blues with Tom Tritsch, Jane Turnis, & David Moorefield Limited parking will be available at the back of our property, so please carpool or bike in if possible. This calendar listing is brought to you by Peak Radar, the Pikes Peak region's one-stop, online website for arts and entertainment events, powered by the Cultural Office of the Pikes Peak Region.
Jun 26, 2026 - Jun 27, 2026
2026 Springs Coin Show
Presented by 2026 Springs Coin Show at BPO Elks Lodge #309 Colorado Springs, CO
Free parking available on West side of building. Food available for sale. Breakfast & lunch by Elks Lodge. US, Canadian, Foreign, coins, paper money & collectibles. 50+ dealer tables. For additional information email the show committee: [email protected] Sponsored by Colorado Springs Coin Club & Colorado Springs Numismatic Society This calendar listing is brought to you by Peak Radar, the Pikes Peak region's one-stop, online website for arts and entertainment events, powered by the Cultural Office of the Pikes Peak Region.
Jun 26, 2026 - Jun 28, 2026
95th Annual Donkey Derby Days
Presented by Two Mile High Club at City of Cripple Creek, Bennett Ave Cripple Creek, CO
This year’s event is extra special as we also celebrate the 250th Birthday of the United States of America and Colorado’s 150th Statehood Anniversary! Friday, June 26 Festival Kickoff: Craft, art, and merchandise vendors. Mouthwatering food options and beer gardens. Kid Zone (presented by the City of Cripple Creek) with an expanded area full of inflatables and water adventures. Donkey Derby Days Concert Series kicks off Friday evening and keeps the energy rocking all weekend. Saturday, June 27 Grand Parade 11:00 am – Join the grand celebration of 95 years of Donkey Derby Days, while also honoring the 250th Birthday of the United States of America and Colorado’s 150th Statehood Anniversary. Donkey Races – Two days of exciting races featuring both amateur and professional participants. NEW! Professional Race – Test your limits on a scenic course through picturesque Cripple Creek. All weekend long. Live music. Family-friendly fun. Community celebration. Western charm and donkey-sized excitement. Important Information Accommodations: Book early! Hotels and vacation rentals fill up fast for this popular weekend. Why It Matters: Donkey Derby Days is the main fundraiser for the historic Cripple Creek Donkeys, a treasured part of our community since 1931. Your participation helps ensure their continued care and preservation. This calendar listing is brought to you by Peak Radar, the Pikes Peak region's one-stop, online website for arts and entertainment events, powered by the Cultural Office of the Pikes Peak Region.
Jun 27, 2026
United States Air Force Academy Band Outdoor Concert
Presented by Colorado Springs Pioneers Museum at Colorado Springs Pioneers Museum Colorado Springs, CO
Presented in partnership with the Colorado Springs Pioneers Museum. 2026 is a year filled with historical significance. The country and state of Colorado are amid two commemorations: the 250th Anniversary of the Declaration of Independence, and the 150th anniversary of Colorado statehood. In honor of this historical moment, join the United States Air Force Academy Band for the official kickoff to their patriotic tour on the grounds of the Colorado Springs Pioneers Museum. This outdoor performance will feature Americana, jazz, rock, and concert band repertoire. Guests are encouraged to come early and bring lawn chairs and blankets. A selection of food trucks will also be on site for guests to enjoy. This calendar listing is brought to you by Peak Radar, the Pikes Peak region's one-stop, online website for arts and entertainment events, powered by the Cultural Office of the Pikes Peak Region.
Jun 27, 2026
Engage!
Presented by Senior Resource Council at Colorado Springs Senior Center Colorado Springs, CO
Join us at the Colorado Springs Senior Center for a day of engaging learning, meaningful conversation, and practical resources that support healthy, independent living. Your paid registration includes Your choice of three expert-led classes. A Mediterranean-inspired boxed lunch and beverage. Time to visit with a variety of Educational Resource Tables. Throughout the day, sessions will explore topics that matter most as we age — from recognizing misinformation and AI-generated content, to planning to live well at home, protecting yourself from scams and emergencies, supporting mental wellness, understanding estate planning protections, and learning how nutrition can support active aging. Don’t miss the Educational Resource Tables after check-in, between sessions or during lunch. They will be there to provide complimentary information and resources supporting our Educational Topics. Whether you are looking for practical tools, new knowledge, or new connections, ENGAGE! is designed to help you learn more and live well. A Big Thank You To All Our Sponsors: AARP Colorado, Able Care Mobile Therapy, Affordable Medical Supply, BEACON Senior News, Cara Bussell, pHD, CarePatrol of Colorado Springs & Pueblo, Chef for Seniors, Colorado Springs Fire Department, Colorado Springs Police Department, Devoted Health, EPIC Law Group, GRIT Resilience Training, Homewatch Caregivers, Huntington Bank, Independent Home Living, KRDO News Radio, Mobility City, Never Alone Consulting, Peak Memory Clinics, Pikes Peak Area Agency on Aging, Rocky Mountain PACE, TogetherWON, Transition Trio, Trustee and Estate Services Group, and UCCS Aging Center. This calendar listing is brought to you by Peak Radar, the Pikes Peak region's one-stop, online website for arts and entertainment…
Jun 27, 2026
Stone Gray + Big D's Whaling Fries Food Truck
Presented by Buffalo Lodge Bicycle Resort at Buffalo Lodge Bicycle Resort Colorado Springs, CO
LIVE at the Lodge is a weekly concert series happening every Friday and Saturday night at the Buffalo Lodge Bicycle Resort. Join us for free local live music, Colorado crafted drinks, and a friendly community of regulars. This Friday's artist is Stone Gray, playing guitar and cello arrangements from the soul, for the soul. Limited parking will be available at the back of our property, so please carpool or bike in if possible. This calendar listing is brought to you by Peak Radar, the Pikes Peak region's one-stop, online website for arts and entertainment events, powered by the Cultural Office of the Pikes Peak Region.
Jun 27, 2026 - Jun 28, 2026
Front Range Maker’s Market
Presented by Creative Crafters Showcase, LLC at Lewis Palmer High School Monument, CO
Our heart is to gather people for unique shopping experiences, and we believe shopping small pours back into our families & our communities! This year we celebrate 30 years of this market in Monument!
Jun 27, 2026 - Jun 28, 2026
Colorado Springs Garden Tour
Presented by Friends of Extension, El Paso County Inc. at Colorado Springs Country Club Colorado Springs, CO
The primary fundraising activity for FOX is its annual garden tour. Since the tour’s inception in 2011, this popular event has been in various Colorado Springs locations, including Village Seven, the West Side, the Old North End, Patty Jewett, the Broadmoor, Divine Redeemer and Shooks Run area, and north central Colorado Springs. The 2026 tour takes participants to the Colorado Springs Country Club and nearby neighborhoods. Tour attendees will observe artistic gardens, native plant selections, a raised bed veggie garden, and other examples for many different garden types. This calendar listing is brought to you by Peak Radar, the Pikes Peak region's one-stop, online website for arts and entertainment events, powered by the Cultural Office of the Pikes Peak Region.