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 September 2026
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Sat, Oct 24 @ 6:30 pm
Sat, Oct 24 @ 5:00 pm
Sat, Oct 24 @ 3:00 pm
Sat, Oct 24 @ 7:00 pm
Oct 24, 2026
Pumpkins in the Park
Presented by Historic Old Colorado City at Old Colorado City Colorado Springs, CO
Pumpkins in the Park Presented by The Rocky Mountain Chocolate Factory Pumpkins in the Park – Old Colorado City’s Ultimate Fall Festival Join us in Historic Old Colorado City for Pumpkins in the Park — a must-do fall festival for families and friends! Enjoy a fun-filled day with a pumpkin patch, pumpkin painting, face painters and fall crafts. Explore the whimsical Spooky Magic Town, shop seasonal fall fashions, discover special offers, win gifts & prizes, and indulge in delicious harvest cuisine. Cheer on your favorites at our costume contest and pumpkin carving contest, enjoy live music and a performance by the Peak School of Dance, sip a cold one at the beer garden, and say hello to some special animal visitors from Cheyenne Mountain Zoo. 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 24, 2026
Switchbacks FC v FC Tulsa
Presented by Colorado Springs Switchbacks FC at Weidner Field Colorado Springs, CO
Switchbacks battle FC Tulsa at Weidner Field on Saturday, October 24, with kickoff at 7 pm for Fourth Wing Night. 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
Movies Under the Stars – 'Encanto'
Presented by Bristol Brewing Company at Bristol Brewing Company Colorado Springs, CO
Bring a chair, bring your dog, munch on popcorn+beer+scandalously inexpensive movie theater candy and relax under the stars with us. 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
Colorado College Women's Soccer vs. Wyoming
Presented by Colorado College at Stewart Field Colorado Springs, CO
Bring your family, friends, and neighbors to fill the hill at Stewart Field and cheer on CC Women’s Soccer! Stick around post-game for autographs with the Tigers! Free admission, Division I action, incredible views, fun and engaging atmosphere for all ages! Be sure to stop by the CC information tent at the top of the hill to learn more about CC athletics. Stay connected and catch every Colorado College Women’s Soccer game by subscribing to MW+: https://watch.themw.com/colorado-college/. GO TIGERS! 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
Sensory-Friendly Trick or Treating
Presented by Resonate Music Therapy at Resonate Music Therapy Clinic Colorado Springs, CO
We are so happy to announce that we will be hosting our second annual sensory-friendly trick-or-treating event at Resonate. Mark your calendars now and come enjoy an afternoon of refreshments, fall crafts, games, trick-or-treating, community connection, handouts of our neuroaffirming educational book about trick-or-treating, and fall fun with our team. Stay tuned in to our Instagram, Facebook, blog, and emails for more details about event accessibility features, behind-the-scenes tidbits with our team, parking and event information, and what to expect. We hope to see you there! Want to sponsor or volunteer? Email Marissa at [email protected]. The thing we’re most excited about: practice trick-or-treating! We’ve created a neuroaffirming educational book about the trick-or-treating process, which we’ll have printed and on hand, and 4 ‘houses’ (our rooms upstairs) for trick-or-treaters to stop at. Whether for practice or just for fun, it’ll be a safe and supportive way for folks to engage in fun Fall activities. Stop by to connect with our team and learn more about our speech therapy and music therapy services while enjoying hot cocoa, apple cider, and comforting food from local vendors. We will also provide games and activities for you and your loved ones. This event is for all ages! Local food trucks 4 trick-or-treating stations, an accessible way for all (the young and young at heart) to have fun and gather goodies Learn about music therapy and speech therapy at Resonate Fall crafts and games Hot cocoa and cider Music Drop by anytime between 3- 5 p.m.…
Oct 24, 2026
Pikes Peak Smooth Jazz Series
Presented by Pikes Peak Jazz at Phil Long Music Hall at Bourbon Brothers Colorado Springs, CO
The Pikes Peak Smooth Jazz Series delivers an elevated live-music experience featuring nationally acclaimed and emerging artists in smooth jazz, soul, and contemporary R&B. Set against the beauty and energy of the Pikes Peak region, the series brings audiences together for unforgettable evenings filled with exceptional musicianship, vibrant entertainment, and meaningful connection. More than a concert series, it is a celebration of music, culture, and community—creating a premier destination for smooth-jazz fans throughout Colorado and beyond. 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
All Pikes Peak Makes
Presented by Pikes Peak Library District at PPLD: Library 21c Colorado Springs, CO
Get inspired at All Pikes Peak Makes, an annual celebration of science, technology, art, creativity, and hands-on making. Vendors will also showcase their handmade creations and will have their projects for sale. We'll spend the day celebrating ingenuity in the Pikes Peak region. Past exhibits have included: paper rockets, Lego builds, origami, cosplay, whittling, cardboard creations, and 3D printing. And there's still time to sign up if you want to display YOUR creations. 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 25, 2026
Bookies & Cookies
Presented by Colorado Springs Writers Guild at Creekside Middle School - Woodmoor Barn Monument, CO
Bring your family and friends and join us for a time of shopping, community, and free raffles! At the Bookies & Cookies event, you can meet incredible local authors and small business owners while shopping for books, baked goods, antiques, clay earrings, and more! Get some holiday shopping done early and find new stories you and your kids will love. We’ll also have a small scavenger hunt for fun for the whole family! 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.
Oct 28, 2026
Community and Business Expo
Presented by Tri-Lakes Chamber of Commerce and Visitor Center at Tri-Lakes YMCA Monument, CO
Discover local businesses, nonprofits, and resources at the Tri-Lakes Community & Business Expo! This free community event is a wonderful opportunity to make personal connections, find trusted local organizations, and get helpful direction for your family, home, or business. Explore engaging booths, meet the people behind the organizations serving the Tri-Lakes area, collect free swag, and enter drawings for free gifts and services! Whether you are searching for a service, looking for volunteer opportunities, or simply want to learn more about what our area has to offer, there will be something for everyone. Come hungry! The Original Dr. Taco will be parked outside with delicious snacks and lunch available 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.
Oct 28, 2026
Colorado College Women's Soccer vs. Air Force - City for Champions Cup
Presented by Colorado College at Weidner Field Colorado Springs, CO
Join us Wednesday at Weidner Field to witness the 5th annual City for Champions Cup as your CC Tigers take on the Falcons! Help paint Weidner Field black and gold – GO TIGERS! Stay connected and catch every Colorado College Women’s Soccer game by subscribing to MW+: https://watch.themw.com/colorado-college/. GO TIGERS! 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.
