How many cycling events are coming up in Colorado Springs, CO?
Colorado Springs, CO has 12 upcoming events listed, from Thu, August 6, 2026 through Sat, December 5, 2026. The next one is Aug 6 - Beginner & Advanced @ Stratton in Colorado Springs.
Colorado · Ride calendar
Cycling Events in Colorado Springs, Colorado
Colorado Springs rides in the shadow of Pikes Peak, and the mountain sets the tone. Climbs start almost from downtown, the red rock of Garden of the Gods sits right there, and altitude makes every ride count double.
This is a serious cycling town with the roads and trails to back it. The thin air humbles newcomers and the afternoon storms are real, so acclimate first and get your climbing done before the sky builds.
12 upcoming events · more across Colorado
By the numbers
Standouts in Town
The Colorado Springs events that stand out on the numbers alone: the soonest start, the lowest listed entry, and the most route options.
Soonest startAug 6Aug 6 - Beginner & Advanced @ StrattonColorado Springs, COLowest listed entry$0Aug 6 - Beginner & Advanced @ StrattonColorado Springs, COMost route options4 routesChasing Santa 5k/Cycling Santa Toy Drive Presented by: Springs Law GroupColorado Springs, COFurthest outDec 5Chasing Santa 5k/Cycling Santa Toy Drive Presented by: Springs Law GroupColorado Springs, CO
Thu, August 6, 2026 Aug 6 - Beginner & Advanced @ Stratton Colorado Springs, CO Free entry listed View Event Thu, August 6, 2026 Aug 6 - Intermediate @ Cheyenne Mountain State Park Colorado Springs, CO Free entry listed View Event Thu, August 13, 2026 Aug 13 - Beginners / Advanced @ Palmer Colorado Springs, CO Free entry listed View Event Thu, August 13, 2026 Aug 13 - Intermediate @ Red Rocks Colorado Springs, CO Free entry listed View Event Thu, August 20, 2026 Aug 20 - Advanced @ ABOS Colorado Springs, CO Free entry listed View Event Thu, August 20, 2026 Aug 20 - Beginners @ Pineries Colorado Springs, CO Free entry listed View Event Thu, August 20, 2026 Aug 20 - Intermediate @ Stratton Colorado Springs, CO Free entry listed View Event Thu, August 27, 2026 Aug 27 - All groups @ Red Rocks (different meeting point for Adv) - 5:30 pm start! Colorado Springs, CO Free entry listed View Event Thu, September 3, 2026 Sept 3 - Social Ride GOG/Rampart Range Rd 5:30 pm Colorado Springs, CO Free entry listed View Event Thu, September 10, 2026 Sept 10 - Social NIGHT Ride @ Stratton 6:30 pm *Lights Required!! Colorado Springs, CO Free entry listed View Event Sat, September 12, 2026 Rampart Rager Gravel Colorado Springs, CO From $59 View Event Sat, December 5, 2026 Chasing Santa 5k/Cycling Santa Toy Drive Presented by: Springs Law Group Colorado Springs, CO Free entry listed View Event
Get ride ready
Bike Shops in Colorado Springs
The easiest way to a start line is a shop that knows your bike. These Colorado Springs shops are listed free — addresses, websites, and phone numbers included.
Browse all Colorado Springs bike shops →How we build these listings: Event counts, dates, and fees are computed from live registration listings (synced nationally from the RunSignup/BikeSignup platform), deduplicated and filtered to cycling disciplines. We list what is verifiably open for registration — not every ride that exists. Last updated July 19, 2026.
Common Questions About Riding in Colorado Springs
What does it cost to enter a ride in Colorado Springs, CO?
Listed entry fees currently run from $0 to $59, depending on the event and route. Check each registration page for current fees and deadlines.
What kinds of rides are on the Colorado Springs, CO calendar?
The current listings break down as 1 gravel, 11 organized rides (events can carry more than one format on the day).
When is the busiest month for cycling events in Colorado Springs, CO?
August 2026 is currently the busiest month on the Colorado Springs, CO calendar with 8 listed events.