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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Sat, Oct 17 @ 6:30 pm
Tue, Oct 20 @ 6:00 pm
Sat, Oct 24 @ 10:00 am
Oct 17, 2026
Homeward Pikes Peak's Masquerade Ball: Unmasking Recovery
Presented by Homeward Pikes Peak at Cheyenne Mountain Colorado Springs, A Dolce Resort Colorado Springs, CO
Guests will enjoy a curated experience featuring delicious food and beverages, live music, dancing, and immersive entertainment designed to delight the senses and spark connection. From the moment you arrive, every detail is crafted to create an atmosphere of elegance, warmth, and celebration. Beyond the masks and celebration lies a deeper purpose. This evening supports Homeward Pikes Peak’s work to walk alongside individuals and families on their journey out of homelessness—providing housing, recovery support, and a path toward stability and dignity. Join us for a night where beauty meets purpose, and every moment helps create a stronger, more compassionate 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.
Oct 20, 2026
Colorado Springs Sports Hall of Fame
Presented by Colorado Springs Sports Corporation at The Broadmoor World Arena Colorado Springs, CO
The Colorado Springs Sports Hall of Fame is an annual event that recognizes and celebrates the remarkable achievements of athletes, coaches, and individuals who have made significant contributions to the sports community in the region. Held in the heart of Colorado Springs, the event honors those who have demonstrated excellence in their respective fields, from Olympic athletes to local coaches and volunteers, all of whom have left a lasting impact on the city's rich sports history. Inductees are celebrated for their dedication, perseverance, and influence on the community, with the ceremony highlighting their extraordinary accomplishments and the positive legacy they’ve built within the sports world. This prestigious event not only acknowledges the achievements of the honorees but also emphasizes Colorado Springs' role as a hub for sports excellence, especially as the home of the U.S. Olympic and Paralympic Training Center. The Hall of Fame ceremony serves as a platform to inspire future generations of athletes while fostering a sense of pride and unity in the community. By honoring these exceptional individuals, the event underscores the deep connection between sports and the culture of Colorado Springs, encouraging continued growth and support for local athletic endeavors. 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.
Oct 24, 2026
32nd Annual Emma Crawford Coffin Races
Presented by Manitou Springs Chamber of Commerce, Visitor's Bureau & Office of Economic Development at Downtown Manitou Springs Manitou Springs, CO
Celebrate 32 years of racing at the Emma Crawford Coffin Races in Manitou Springs! In 1995, the Manitou Springs Chamber of Commerce launched the nation’s first ever coffin races to honor a beloved local resident, Emma Crawford. What began as a tribute has grown into a signature Manitou Springs tradition—which has inspired other coffin races across the country! The story dates back to 1889, when Emma Crawford arrived in Manitou Springs seeking relief from tuberculosis in the town’s famed mineral springs, fresh mountain air, and sunshine. Defying those who said she was too ill, she summited Red Mountain and tied her red scarf at the peak—later asking to be laid to rest there, forever overlooking the charming mountain community she had come to love. After her passing in 1891, her fiancé, Wilhelm Hildenbrand—a civil engineer with the Pikes Peak Cog Railway—fulfilled her final wish. Joined by 11 townspeople, he carried her coffin up the 7,200-foot slope to a gravesite near the summit. Decades later, in 1929, years of severe winters and heavy spring rains sent Emma’s coffin sliding down the mountainside. When local children discovered the remains, only the casket handles, a nameplate, and a few bones remained—cementing a legend that continues to inspire the annual races today. 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.
Oct 24, 2026
Pumpkins in the Park
Presented by Historic Old Colorado City at Old Colorado City Colorado Springs, CO
Enjoy a fun-filled day with a pumpkin patch, pumpkin painting, balloon animals, face painters, fall crafts, and tie-dye activities. Explore the whimsical Spooky Magic Town, shop seasonal fall fashions, discover special offers, win gifts & prizes, and indulge in delicious harvest cuisine. Celebrate the magic of autumn in one of Colorado Springs' most charming neighborhoods! 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.
Oct 25, 2026
Howl O Ween
Presented by Colorado Wolf & Wildlife Center at Colorado Wolf & Wildlife Center Divide, CO
Howl O Ween is our most popular event of the year! You will take a tour and join us as we pass out meat filled pumpkins to all the wolves, fox and coyotes. Come and sit by the bonfire and enjoy refreshments and listen to the wolves! Space is limited, so be sure to make your reservation. 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.
Oct 28, 2026
Fall Homeschool Day
Presented by Rock Ledge Ranch Historic Site at Rock Ledge Ranch Historic Site Colorado Springs, CO
Make a cornhusk doll at the Homestead Cabin as you learn about 1860s pioneer life. How did the railroad transform settler life in Colorado? Discover what it took to be a farmer or rancher in the Pikes Peak region in the 1880s. Why was a blacksmith essential to ranch operations in the 1890s? Explore all these ideas and more while chomping down on some popcorn from the General Store at Homeschool Day. Designed for homeschoolers. Everyone welcome! 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.
Nov 12, 2026
Profiles In Valor Awards Dinner
Presented by Colorado Springs Hispanic Chamber at Hotel Polaris Colorado Springs, CO
The Colorado Springs Hispanic Chamber proudly announces the 2nd Annual Colorado Springs Latino Veterans Profiles in Valor Awards, taking place on November 12, 2026. This prestigious event continues a tradition of recognizing and celebrating the extraordinary contributions of Latino Veterans from El Paso County who embody the essence of courage, sacrifice, and selfless service. Drawing inspiration from the legacy of the Profiles in Courage Award established by President John F. Kennedy, the Profiles in Valor Awards honor Latino Veterans of Hispanic descent who have distinguished themselves through their military service, community service, and acts of selflessness. The evening will celebrate the stories of resilience, sacrifice, and dedication, shining a spotlight on the untold narratives of Latino Veterans whose achievements continue to shape and inspire our community. This annual gathering is more than an awards ceremony—it’s a moment to honor heritage, salute service, and deepen the connection between El Paso County’s Latino community and its veterans. 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.
