Pikes Peak Region Events
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Dates: Throughout the holiday season!
Location: Small businesses throughout the region
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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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3rd Annual Garden of the Gods Art Festival
May 16 - May 17
Sat, May 16 @ 10:00 am
Sun, May 17 @ 10:00 am
America 250/Colorado 150: Seeing History in Place
May 16 - Sep 26
Sat, May 16 @ 9:30 am
Sat, May 30 @ 2:00 pm
Sat, Jun 20 @ 2:00 pm
Sat, Jun 27 @ 9:30 am
Sat, Jul 18 @ 9:30 am
Sat, Jul 25 @ 2:00 pm
Sat, Aug 8 @ 9:30 am
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Early Bird Hike & Bike
May 20 - Aug 26
Wed, May 20 @ 5:00 am
Wed, Jun 24 @ 5:00 am
Wed, Jul 29 @ 5:00 am
Wed, Aug 26 @ 5:00 am
Thu, May 21 @ 9:00 am
Thu, May 21 @ 10:30 am
Fri, May 22 @ 5:00 pm
Sat, May 23 @ 5:00 pm
May 16, 2026
Courtroom Concerts
Presented by Colorado Springs Pioneers Museum at Colorado Springs Pioneers Museum Colorado Springs, CO
This special event will include a "America 250 - Colorado 150" commemoration lecture by CSPM Curator of History Leah Davis Witherow and a captivating concert by ChoralSong celebrating the wonderful people and natural beauty of our state. A portion of the proceeds with support the Colorado Springs Pioneers Museum's mission. Presented by ChoralSong of Colorado Springs. 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.
May 16, 2026 - May 17, 2026
Gershwin: Porgy and Bess
Presented by Colorado Springs Philharmonic at Pikes Peak Center for the Performing Arts Colorado Springs, CO
America@250 shines a spotlight on two titans of American music. Leonard Bernstein’s Candide Overture dazzles, while George Gershwin’s Porgy and Bess delivers songs that have become part of our cultural DNA. This is the music of a nation finding its voice — bold, soulful, and unforgettable. Program Bernstein Candide Overture Gershwin Porgy and Bess: A Concert of Songs Artists Chloé Dufresne conductor Colorado Springs Chorale Soli Deo Gloria Choir Colorado Springs Children's Chorale 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.
May 16, 2026 - May 17, 2026
3rd Annual Garden of the Gods Art Festival
Presented by DASH Events at Rock Ledge Ranch Historic Site Colorado Springs, CO
Get ready for a great weekend of arts, food and fun! This art festival highlights an outstanding lineup of 150 juried fine artists and craftsmen from across the nation, presenting pottery, jewelry, textiles, paintings, sculpture, glass art and more. In addition to a beautiful selection of contemporary and traditional arts, attendees can enjoy live music against the backdrop of Pike’s Peak, activities for kids, and grabbing a bite from Colorado’s favorite food trucks. It’s the perfect way to spend a spring day in Colorado Springs! 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.
May 16, 2026 - May 17, 2026
'Star Dancer'
Presented by Millibo Art Theatre at Millibo Art Theatre Colorado Springs, CO
A Science to Stage Production by Theatre Across Borders written in collaboration with 5th graders from West Elementary School. Chance, an alien from another planet, crashes her rocketship on Earth. As she tries to navigate her way home, she notices the stars in the sky are changing. Singing “Twinkle, Twinkle” brings Star Dancer to her side just in time to learn that her planet might be destroyed. Join Chance as she learns about the science of stars as her guiding light home. This interactive show is perfect for ages 5-12 with movement and singing. 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.
May 16, 2026 - Sep 26, 2026
America 250/Colorado 150: Seeing History in Place
Presented by Colorado Springs Pioneers Museum at The Mining Exchange Hotel Colorado Springs, CO
Join the CSPM to critically reflect on the meaning of and connections to the commemoration of the America 250/Colorado 150 anniversaries. In 2026, how can we make sense of the 250 years since the Declaration of Independence, and 150 years of Colorado statehood? Join a knowledgeable guide on this 90-minute walking tour, exploring how we have marked time throughout the history of Colorado Springs. Consider different regional anniversaries through the built environment and reflect on your own memories and observations of important events and dates. 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.
May 17, 2026
'Better Together'
Presented by Colorado Springs Youth Choir at First Congregational Church Colorado Springs, CO
This concert will feature local choirs from across the Pikes Peak region including Good Treble and Mountainside Elementary. Select members of Choral Song and Colorado Springs Youth Symphony will also be featured. We are happy to announce that we will also collab with local visual artist Erin Kittelson for this concert. Her work will be featured in our program and will be on display. 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.
May 17, 2026
Open Mic - Recovery Edition
Presented by CaitSpace Ltd at Bittersweet Coffee and Venue Colorado Springs, CO
Join us for a powerful evening of expression, connection, and healing at our Recovery Open Mic. This space is rooted in supporting recovery in all forms, everyone is welcome, exactly as they are. Whether you're healing, growing, celebrating, or simply showing up, this is a space for your voice. All acts welcome: music, poetry, comedy, storytelling, magic, or anything your creativity calls you to share. Free to attend! Free to perform! Come share your story, your art, your truth—or just come listen and be part of a supportive, uplifting community. 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.
May 17, 2026
Pollinators in the Park
Presented by City of Colorado Springs Parks, Recreation & Cultural Services at Garden of the Gods Visitor and Nature Center Colorado Springs, CO
Join Park Guide Asya to learn about the vital role bees, butterflies, bats and other pollinating species play in the Garden of the Gods ecosystems. This presentation introduces the diversity of pollinators found in the park, explains how they support plant reproduction and biodiversity, and highlights the challenges they face and how you can help protect them! 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.
May 20, 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.
May 21, 2026
Little Learners: Pikes Peak Wonders Series
Presented by Colorado Springs Pioneers Museum at Colorado Springs Pioneers Museum Colorado Springs, CO
Who doesn’t love a birthday party? This year, Colorado is turning 150, and America is turning 250! The Little Learners: Pikes Peak Wonders Series is for children (ages 3-5) and their favorite grownup. Learn and celebrate the whole year through games, crafts, songs, and history challenges. These programs are designed to help young learners discover and practice essential development skills, all while exploring history! This month we'll dive into the Colorado Early Learning & Development Guidelines for Physical Development & Health and explore movement, navigation, and balance. 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. 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.
May 22, 2026
Little Ranger Walk
Presented by City of Colorado Springs Parks, Recreation & Cultural Services at Garden of the Gods Visitor and Nature Center Colorado Springs, CO
Bring your “nature eyes” and explore Garden of the Gods! Join Park Guide and Junior Ranger co-author Jennifer for this family and stroller friendly walk. Families will leisurely walk into the Park from the Visitor and Nature Center, playing ‘I spy’ or Nature Bingo. Sticker packet included! Sunscreen, sturdy shoes and water recommended. If there is inclement weather, the program will move indoors. 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.
May 22, 2026 - May 23, 2026
Opening Weekend of the Chuckwagon Dinner and Original Western Stage Show
Presented by Flying W Ranch at Flying W Ranch Colorado Springs, CO
Kick off the summer in the best way possible with an unforgettable night on the Ranch full of Colorado Springs beauty, engaging activities, impressive Ranch animals, hearty Cowboy BBQ, and live western entertainment by the world-famous Flying W Wranglers. A special 150/250 homage to our State's and Nation's birthday will be a part of the show! Be a part of the magic of opening weekend and among the first to experience what everyone will be talking about this summer! 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.
