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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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
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
...
Memorial Day Weekend
May 23 - May 25
Sat, May 23 @ 10:00 am
Sun, May 24 @ 10:00 am
Mon, May 25 @ 10:00 am
Bat Watch
May 26 - Jun 30
Tue, May 26 @ 7:15 pm
Tue, Jun 2 @ 7:15 pm
Tue, Jun 9 @ 7:15 pm
Tue, Jun 16 @ 7:15 pm
Tue, Jun 23 @ 7:15 pm
Tue, Jun 30 @ 7:15 pm
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 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.
May 23, 2026
Pop-Up Watercolor Session
Presented by CaitSpace Ltd at The Stache Spot Colorado Springs, CO
Join us for an open creative session with a guided watercolor painting and neurographic activity. All supplies provided! We will be in the creative space at The Stache Spot in Old Colorado City 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 23, 2026
3D Archery Challenge
Presented by Valor Archery Challenge at Cheyenne Mountain Shooting Complex Fort Carson, CO
Join the Veteran Owned Valor Archery Challenge for 30+ intense 3D targets tucked into real terrain. We’ve built this course to challenge bowhunters and welcome beginners. No gear? No problem. Rental equipment is available right on the line. 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 - May 25, 2026
Memorial Day Weekend
Presented by Royal Gorge Bridge & Park at Royal Gorge Bridge & Park Canon City, CO
Guests can enjoy live music performances, face painting, family activities, and a festive atmosphere surrounded by some of Colorado’s most spectacular scenery. It’s the perfect way to kick off summer with adventure, entertainment, and unforgettable memories. In addition to special Memorial Day activities, visitors can experience all the park has to offer, including the iconic Royal Gorge Bridge, all new clear-floor gondolas, scenic overlooks, playland, and more. Whether you're visiting with family, friends, or out-of-town guests, this holiday weekend celebration offers something for everyone 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.
May 26, 2026 - Jun 30, 2026
Bat Watch
Presented by City of Colorado Springs Parks, Recreation & Cultural Services at Rock Ledge Ranch Historic Site Colorado Springs, CO
Eco-locators will be provided to hear bat calls as we watch them hunt and navigate the night sky. Meet at the admission hut for Rock Ledge Ranch Historic Site. Walking is along a flat, mostly paved even surface with a total distance less than ½ mile. Dress for the evening weather. Parking available at parking lot #1 and at Rock Ledge Ranch. No Refunds. Pets are NOT PERMITTED at this program. Weather Dependent. Please provide phone number in case of rain cancellation. 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 28, 2026
Picnic N Planes
Presented by Western Museum of Mining and Industry at Western Museum of Mining and Industry Colorado Springs, CO
Bring a blanket, a picnic and your family! Join us in celebrating our newest Air Force graduates and watch the famous air show from the best view in town. This event is dependent upon the Air Force graduation ceremony, the times are subject to change. This event is also subject to weather. 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.
