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
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
|---|---|---|---|---|---|---|
1 | 2 | 3 | 4 | 5 | ||
6 | 7 | 8 | 9 | 10 | 11 | 12 |
13 | 14 | 15 | 16 | 17 | 18 | 19 |
20 | 21 | 22 | 23 | 24 | 25 | 26 |
27 | 28 | 29 | 30 |
Sat, Oct 3 @ 7:00 pm
Pumpkinfest
Oct 03 - Oct 31
Sat, Oct 3 @ 9:30 am
Sun, Oct 4 @ 9:30 am
Sat, Oct 10 @ 9:30 am
Sun, Oct 11 @ 9:30 am
Sat, Oct 17 @ 9:30 am
Sun, Oct 18 @ 9:30 am
Sat, Oct 24 @ 9:30 am
...
Miners' Pumpkin Patch
Oct 03 - Oct 31
Sat, Oct 3 @ 10:00 am
Sat, Oct 10 @ 10:00 am
Sat, Oct 17 @ 10:00 am
Sat, Oct 24 @ 10:00 am
Sat, Oct 31 @ 10:00 am
Sun, Oct 4 @ 3:00 pm
Sun, Oct 4 @ 9:00 am
Colorado College Women's Soccer vs. New Mexico
Presented by Colorado College at Stewart Field
Oct 07
Wed, Oct 7 @ 6:00 pm
Disaster GamingCon 2026
Oct 08 - Oct 10
Thu, Oct 8 @ 1:00 pm
Fri, Oct 9 @ 8:00 am
Sat, Oct 10 @ 8:00 am
Oct 03, 2026
Colorado Springs Marathon
Presented by High Altitude Special Events Management at Colorado Springs Pioneers Museum Colorado Springs, CO
Join us for the 13th Annual Colorado Springs Marathon on Saturday, October 3, 2026! Each course highlights the stunning beauty of Colorado Springs - winding past historic landmarks, through scenic parks, and finishing downtown at the Colorado Springs Pioneers Museum, where a lively post-race celebration awaits. This premier, family-friendly event draws participants from across the country and has sold out four years in a row...secure your spot today! Race sells out - secure your spot 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 03, 2026
Switchbacks FC v Oakland Roots SC
Presented by Colorado Springs Switchbacks FC at Weidner Field Colorado Springs, CO
Switchbacks battle Oakland Roots at Weidner Field on Saturday, October 3, with kickoff at 7 pm, presented by Common Spirit. 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 03, 2026 - Oct 04, 2026
17th Annual Falcon Craft Fair
Presented by The Exchange Club of Falcon at Falcon High School Peyton, CO
The Exchange Club of Falcon is hosting our 15th Annual Falcon Craft Fair. This event is at the Falcon High School and all proceeds go to support our service club's programs and various non-profit agencies in El Paso County, CO. The four areas we support are Community, Youth, Americanism and our national project of Child Abuse Prevention. We are also collecting non-perishable foods and winter clothing/blankets for the Eastern Plains Community Pantry in Calhan, CO. 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 03, 2026 - Oct 04, 2026
2nd Annual Oktoberfest
Presented by Gather Mountain Blooms at Venetucci Farm at Venetucci Farm Colorado Springs, CO
Sip on local craft beers, enjoy authentic German-inspired food, and raise a stein while taking in sweeping mountain views. Wander through blooming flower fields, pick pumpkins, hop on a hayride, and get lost in the corn maze—with plenty of activities to keep all ages smiling. This lively autumn gathering blends cozy farm charm with classic Oktoberfest energy, and we couldn’t be more excited to bring it back for year two. To make it even more special, we’ll have limited-edition Oktoberfest steins available—perfect for toasting the season and taking home a one-of-a-kind keepsake. Prost to fall at the farm. 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 03, 2026 - Oct 04, 2026
Cripple Creek Fall Fest
Presented by Two Mile High Club at City of Cripple Creek, Bennett Ave Cripple Creek, CO
Take the breathtaking leaf-peeping drive along scenic Highway 67, where the mountains glow with brilliant golden aspens, and discover a magical autumn weekend waiting for you in historic Cripple Creek! Join us for the grand finale of our 2026 Summer of Donkey Fun as we wrap up our 95th Anniversary year with a wholesome, family-friendly celebration filled with fall magic, mountain charm, and unforgettable memories. Whether you’re chasing Colorado’s spectacular fall colors, enjoying live entertainment, shopping local artisans, meeting our famous long-eared ambassadors, relaxing in the Beer Garden, or making unforgettable memories with your family, there’s something for everyone! Bring the whole family… and don’t forget your four-legged family members, too! - Crisp mountain air. Brilliant golden aspens. Friendly long ears. Small-town magic around every corner! What awaits you? - Meet Cripple Creek’s famous donkey ambassadors- Visit Burro Base Camp and meet their incredible burro ambassadors. - Shop unique vendors and local shops- Enjoy amazing food vendors and local restaurants. - Live music throughout the weekend -Relax in our Beer Garden- Saturday Night Outdoor Movie under the stars (Family Friendly) - Step into our legendary Fall Fest Photo Booth, returning bigger, better, and even more magical this year! It’s a fan favorite every year, and we’re adding a little extra autumn magic for 2026. - Pet Parade because this is a pet-friendly event! - Pumpkin decorating, face painting, games, contests, and family activities - Hay Treasure Hunt for the kids - Watch Professional Woodcarvers transform logs into incredible works of art…
Oct 03, 2026 - Oct 31, 2026
Pumpkinfest
Presented by Gather Mountain Blooms at Venetucci Farm at Venetucci Farm Colorado Springs, CO
Celebrate fall at Gather Mountain Blooms with pumpkins, flowers, hayrides, local vendors, and beautiful mountain views. It’s the perfect way to spend a crisp autumn day with family and friends. Stroll the farm, pick out the perfect pumpkin, explore the maze, enjoy food trucks and drinks, and soak in all the cozy fall vibes. Themed Weekends Oct 3–4: Oktoberfest Oct 10–11: Great Pumpkin Beer Festival Oct 17–18: Great Pumpkin Beer Festival Oct 24–25: Witches & Wine Oct 30–31: Costume Party & Pup-Kin Fest Grab your sweaters, bring your friends, and make it a fall tradition at the farm. 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 03, 2026 - Oct 31, 2026
Miners' Pumpkin Patch
Presented by Western Museum of Mining and Industry at Western Museum of Mining and Industry Colorado Springs, CO
Our Biggest Event of the Year… All October Long! Get ready for hayrides, pumpkin picking, lawn games, food trucks, and so much MORE. New this year: Spooky Stories in the Stamp Mill! Each weekend brings something new — from magical moments with a real magician to up-close animal encounters and surprise guest appearances you won’t want to miss! It’s fall-filled fun you’ll want to come back for again and again. See you there! 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 04, 2026
Colorado Composers: Celebrating 150 Years
Presented by ChoralSong of Colorado Springs at St. Michael’s Episcopal Church Colorado Springs, CO
Join us for a delightful tour through the works of Colorado’s outstanding choral composers, including Cecil Effinger, Kate Janzen, Jean Berger, Judith Kramer, James Erb, and George Lynn. The concert will also feature the world premiere of the winning work from our Colorado Composers Competition. 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 04, 2026
39th Annual High Country Toy Run
Presented by Pikes Peak Bikers Church at Pikes Peak Harley Davidson Colorado Springs, CO
The High Country Toy Run is a long-standing benefit ride for the United States Marine Corps Toys for Tots program, making Christmas miracles for local kids in need. We will ride from Harley Davidson to Phil Long Music Hall. All it takes is one new, unwrapped toy per person to join the run and make a child happy this holiday season. Join the afterparty at Phil Long Music Hall for a huge raffle, charity auction and more! All proceeds from the fundraiser will be used to serve children in need and veteran families in need. If you do not ride or would like to meet at the Music Hall please arrive by 11:30 a.m. 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 04, 2026
Harvest on the Hill
Presented by Redemption Hill Church at Redemption Hill Church Colorado Springs, CO
Bring the whole family and join Redemption Hill Church for Harvest on the Hill, a free fall celebration for our community! Enjoy an afternoon of trunk-or-treating, games, food trucks, and family fun in a welcoming, family-friendly environment. Come in costume, bring a bag for treats, and invite your friends and neighbors to join the fun. Everyone is welcome, and admission is free! 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 07, 2026
Colorado College Women's Soccer vs. New Mexico
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! 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 08, 2026 - Oct 10, 2026
Disaster GamingCon 2026
Presented by EM Disaster Gaming at COS City Hub Colorado Springs, CO
Get Ready for Disaster GamingCon 2026. Disaster GamingCon is where emergency management, military & defense, and gaming innovation collide creating a one‑of‑a‑kind experience you won’t find anywhere else. This year’s convention brings together the best in: Disaster Gaming immersive learning through play. Serious Games & advanced exercise design. Modeling & Simulation. Defense Tech, AI, and cutting‑edge tools shaping the future. Plus: Next Generation Leaders Track, Practitioner & Academic Workshops, Industry Innovators Showcase, Live tech demos and panels. And the best part? The entire event will be livestreamed thanks to Matt Green at State of Disaster! Whether you're an EM professional, a defense strategist, a simulation nerd, or a gamer who loves pushing boundaries, this is your con. 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.
