Pikes Peak Region Events
Shop Small
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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The Original Colorado Springs Food Tour
May 19 - Jun 30
Tue, May 19 @ 1:00 pm
Wed, May 20 @ 1:00 pm
Thu, May 21 @ 1:00 pm
Fri, May 22 @ 1:00 pm
Sat, May 23 @ 1:00 pm
Sun, May 24 @ 1:00 pm
Mon, May 25 @ 1:00 pm
...
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
The Useful Yucca
May 21 - Jun 27
Thu, May 21 @ 1:00 pm
Sat, Jun 6 @ 3:00 pm
Sat, Jun 13 @ 3:00 pm
Sat, Jun 27 @ 3:00 pm
Fri, May 22 @ 5:00 pm
Sat, May 23 @ 5:00 pm
World Olympic Collectors' Fair 2026
May 22 - May 24
Fri, May 22 @ 10:00 am
Sat, May 23 @ 10:00 am
Sun, May 24 @ 10:00 am
17th Annual MeadowGrass Music Festival
May 22 - May 25
Fri, May 22 @ 12:00 am
Sat, May 23 @ 12:00 am
Sun, May 24 @ 12:00 am
Memorial Day Art Show & Sale
May 22 - May 25
Fri, May 22 @ 10:00 am
Sat, May 23 @ 10:00 am
Sun, May 24 @ 10:00 am
Mon, May 25 @ 10:00 am
'Yo Ho Ho and a Barrel of Fun'
May 22 - Jun 20
Fri, May 22 @ 7:30 pm
Sat, May 23 @ 7:30 pm
Fri, May 29 @ 7:30 pm
Sat, May 30 @ 7:30 pm
Fri, Jun 5 @ 7:30 pm
Sat, Jun 6 @ 7:30 pm
Fri, Jun 12 @ 7:30 pm
...
Junior Ranger Walk
May 22 - Jun 24
Fri, May 22 @ 10:00 am
Wed, Jun 10 @ 10:00 am
Wed, Jun 24 @ 10:00 am
The Famous Flying W Chuckwagon Dinner Show
May 22 - Oct 17
Fri, May 22 @ 5:00 pm
Sat, May 23 @ 5:00 pm
Sun, May 24 @ 5:00 pm
Wed, May 27 @ 5:00 pm
Thu, May 28 @ 5:00 pm
Fri, May 29 @ 5:00 pm
Sat, May 30 @ 5:00 pm
...
May 19, 2026 - Jun 30, 2026
The Original Colorado Springs Food Tour
Presented by Rocky Mountain Food Tours at Antlers Hotel Colorado Springs, CO
We’ll handpick five of our favorite eateries – from tucked-away treasures to artisan stops – where you will enjoy purposefully selected, interactive tastings. Sink your teeth into a juicy burger, savor Colorado green chiles, and relax with cool mountain-churned ice cream, all with Pikes Peak overhead. Say goodbye to your planning anxiety as we promise to lead you straight to the culinary highlights. This tour is food-forward but does feature Colorado craft beer, wine, and cocktails. Elevate your experience by adding the drink package ($20), which includes three pre-paired alcoholic or premium non-alcoholic beverages. 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 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 21, 2026 - Jun 27, 2026
The Useful Yucca
Presented by City of Colorado Springs Parks, Recreation & Cultural Services at Garden of the Gods Visitor and Nature Center Colorado Springs, CO
Unveil the wonders of the narrowleaf yucca plant and learn how it thrives in our semi-arid landscape. Join interactive demonstrations to learn ancient uses, like turning yucca into cordage or soap. This is a drop-in style program, so feel free to come by any time during the hour! 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 - 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.
May 22, 2026 - May 24, 2026
World Olympic Collectors' Fair 2026
Presented by Association Internationale Collectors Olympique at Antlers Hotel Colorado Springs, CO
The World Olympic Collectors' Fair is sponsored by the Olympin Collectors' Club, Sports Philatelists International, and the Association of International Olympic Collectors. This event is officially sanctioned and supported by the International Olympic Committee (IOC) and the U.S. Olympic & Paralympic Committee (USOPC). The 2025 Fair was held in Prague, Czech Republic. This promises to be the largest Olympic Collectors Fair in the U.S. in many years, and is part of the build-up for the 2028 Olympic Games in Los Angeles. 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 25, 2026
17th Annual MeadowGrass Music Festival
Presented by Rocky Mountain Highway Music Collaborative at La Foret Conference & Retreat Center 0, CO
MeadowGrass Music Festival is the premiere music festival to kick off summer in the Pikes Peak region. Always held over Friday, Saturday and Sunday of Memorial Day Weekend. MeadowGrass is known for attracting up-and-coming talent from the region and all over the world. Set in a stunning outdoor setting, this family-friendly weekend features live music, local food and craft brews, yoga, hikes, and workshops. 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 25, 2026
Memorial Day Art Show & Sale
Presented by Cripple Creek Heritage Center at Cripple Creek Heritage Center Cripple Creek, CO
All local artist representing acrylic painting, pen and ink, watercolors, photography, metal art and jewelry. All work is for purchase. 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 - Jun 20, 2026
'Yo Ho Ho and a Barrel of Fun'
Presented by Iron Springs Chateau Dinner Melodrama at Iron Springs Chateau Manitou Springs, CO
The show is followed by a sing-along intermission and our fun filled, Vaudeville style Broadway musical revue full of comedy, song, dance and jokes! Audience participation is a must, so after dinner, everyone goes upstairs and should be ready to be good and loud for a rip roaring great time! The show is fun for the entire family, and makes a great group event or memorable date night! “Yo Ho Ho and a Barrel of Fun…or…Don’t Leech on me” is a hilarious pirate melodrama that takes place in the Caribbean Islands, and follows the exploits of the Evil Lord Lucifer Leech and his equally despicable daughter Monsoon Mary. The nefarious couple has kidnapped Lady Patience Purity of Portsmouth and is intent on relieving her of the family jewels! Thankfully, Sheffield Silver, the consummate hero and captain of the Jolly Roger, arrives just in time…or has he? The Leeches never let go and won’t give up without getting their hands on the treasure. Can Sheffield Silver save Lady Patience and her servant Maggie McMurkin from the dastardly duo? 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 - Jun 24, 2026
Junior Ranger Walk
Presented by City of Colorado Springs Parks, Recreation & Cultural Services at Garden of the Gods Visitor and Nature Center Colorado Springs, CO
Jr. Ranger booklet and awards included! Join Park Interpreter and Jr. Ranger co-author Jennifer Heiny for this family-friendly walk! After a brief introduction inside, families will leisurely walk out into the Park from the Visitor and Nature Center. This informal walk will be loosely focused on the Junior Ranger booklet and can cover anything we are seeing. Sunscreen, sturdy shoes and water recommended! If there is inclement weather, the focus will shift to just indoors with touch tables and museum challenges. Meet in the Red Rocks Room on the second floor. 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 - Oct 17, 2026
The Famous Flying W Chuckwagon Dinner Show
Presented by Flying W Ranch at Flying W Ranch Colorado Springs, CO
For over 70 years, the Flying W Ranch has been welcoming guests of all ages to Colorado Springs’ only Chuckwagon Dinner Show—a Western tradition unlike anything else in the region. Loosen your belt and fill up your tin plate with a hearty cowboy-style barbecue dinner with all the fixins’ – served the classic chuckwagon way. Then get ready for a lively evening of stirring Western music and humorous tall tales from the Flying W Wranglers, the second-oldest Western band in the world. The show this year features a special 150/250 celebration of our State's and Nation's birthday. Arrive early to explore the Western Grounds, meet our friendly ranch animals, try your hand at roping and other cowboy skills, do some shopping, and see vibrant demonstrations by Osage Nation dancers. It’s a night of food, music, and frontier charm your family will never forget. 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 23, 2026
Star Party
Presented by Garden of the Gods Visitor & Nature Center at Garden of the Gods Visitor and Nature Center Colorado Springs, CO
Join us and Colorado Springs Astronomical Society (CSASTRO) for an after-hours, lights-out star party in our parking lot! Our CSASTRO Members will be bringing out their personal telescopes and other observing instruments to share views of the night sky with attendees. The Moon will be half full (1st Quarter) and we should also be able to view the planets Jupiter and Venus as well as colorful stars, star clusters, nebula and perhaps a galaxy or two. Free, Family Friendly Event Event is weather dependent, check this page or our home page on night of the event for updates. If you have any questions about this program, please email [email protected] 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.
