Important Announcement: The Steeple Chase Ride is on pause for 2025 we’re returning bigger and better as Steeple Chase Ride Fest 2026!

Stay tuned for updates and the exciting reimagined event.

Conquer the Challenge

Explore the Thrilling Routes of Steeple Chase

Steeple Chase offers a variety of routes that cater to individuals of all skill levels and ages. As a fundraiser for walkers and cyclists, our event welcomes everyone to participate in the challenge and fun. Simply choose a route that best suits your abilities and let our team guide you through an exciting and rewarding experience.

We will update information as we map out what 2025 looks for Steeple Chase routes!

Last Years Routes

Check out below; each route has information regarding Start, Check-In, Completing the Ride, Safety, Emergency or Assistance, Route Maps, and Ride with GPS!

Take on the Challenge: 63.4 Mile Steeple Chase Bike Tour Route

Looking to challenge yourself? Try the 63.4-mile route!

This route is also known as a "Metric Century" because it's 100 km long!

  • START: Willimantic Community Center (77 Valley Street, Willimantic, CT)
  • CHECK-IN: Registration/check-in opens at 7:00am
  • NOTIFY: Please notify event staff when you return. If you are not returning, please call one of the numbers below to let us know.
  • SAFETY: Remember to always obey traffic laws
  • FOR ASSISTANCE: Call (959) 929- 7418 in an Emergency call 911

View/Download the Route Map

63.4 Mile ride with GPS

New This Year: 40 Mile Steeple Chase Gravel Ride Route

Brand New Route! The 40 mile route starting in Willimantic on the infamous Greenways Airline Trail and then continuing on a northern loop through the dirt roads of the Natchaug Forest.

  • START: Willimantic Community Center (77 Valley Street, Willimantic, CT)
  • CHECK-IN: Registration/check-in opens at 7:00am
  • NOTIFY: Please notify event staff when you return. If you are not returning, please call one of the numbers below to let us know.
  • SAFETY: Remember to always obey traffic laws
  • FOR ASSISTANCE: Call (959) 929- 7418 in an Emergency call 911

View/Download the Route Map

40 Mile Ride with GPS

Find Your Pace: 35 Mile Steeple Chase Bike Tour Route

The 35 Mile route is a favorite for cyclists of all abilities! Starting in Willimantic on the infamous Greenways Airline Trail and then continuing on a northern loop through the dirt roads of the Natchaug Forest.

  • START: Willimantic Community Center (77 Valley Street, Willimantic, CT)
  • CHECK-IN: Registration/check-in opens at 7:00am
  • NOTIFY: Please notify event staff when you return. If you are not returning, please call one of the numbers below to let us know.
  • SAFETY: Remember to always obey traffic laws
  • FOR ASSISTANCE: Call (959) 929- 7418 in an Emergency call 911

View/Download the Route Map

35 Mile Ride with GPS

Experience Eastern Connecticut: 20 Mile Steeple Chase Bike Tour Route

The 20 Mile route is great for a casual, scenic ride or less experienced cyclists.

  • START: Willimantic Community Center (77 Valley Street, Willimantic, CT)
  • CHECK-IN: Registration/check-in opens at 7:00am
  • NOTIFY: Please notify event staff when you return. If you are not returning, please call one of the numbers below to let us know.
  • SAFETY: Remember to always obey traffic laws
  • FOR ASSISTANCE: Call (959) 929- 7418 in an Emergency call 911

View/Download the Route Map

20 Mile Ride with GPS

Ride with Scenic Views: 18 Mile Steeple Chase Gravel Ride Route

The 18 Mile route is a very flat and pleasent out and back on the infamous Greenways Airline Trail. A must see in Northeastern CT. Gravel and or Mountain Bicycles encouraged. Family friend with a few road crossings.

  • START: Willimantic Community Center (77 Valley Street, Willimantic, CT)
  • CHECK-IN: Registration/check-in opens at 7:00am
  • NOTIFY: Please notify event staff when you return. If you are not returning, please call one of the numbers below to let us know.
  • SAFETY: Remember to always obey traffic laws
  • FOR ASSISTANCE: Call (959) 929- 7418 in an Emergency call 911

View/Download the Route Map

18 Mile Ride with GPS

Get in the Saddle: 5 Mile Steeple Chase Bike Tour Route

The 5 Mile route is a walking tour of local Willimantic parks. Cyclists welcome, too!

  • START: Willimantic Community Center (77 Valley Street, Willimantic, CT)
  • CHECK-IN: Registration/check-in opens at 7:00am
  • NOTIFY: Please notify event staff when you return. If you are not returning, please call one of the numbers below to let us know.
  • SAFETY: Remember to always obey traffic laws
  • FOR ASSISTANCE: Call (959) 929- 7418 in an Emergency call 911

View/Download the Route Map

5 Mile Ride/Walk with GPS

Routes in Action

Join us for an unforgettable day of cycling and running for a great cause. Thank you for your support, and we look forward to seeing you

Sponsor

Learn more about how to become a sponsor.

Donate

Make a direct donation to support the event.

Previous Routes

Check out our historical routes.

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