Three Chesters Cycle Challenge
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  • More
    • Home
    • Three Chesters
    • Local Guided Cycle Tours
      • Rides By Date
      • By Destination & Distance
    • Rides By Date
    • About The Organiser
    • Contact Us
    • Local Ride Descriptions
      • 50 Miles
      • 70 Miles
      • 90 Miles
    • Photo Gallery
    • Kit & Rules
    • FREE Guided Rides
    • Booking T's & C's
Three Chesters Cycle Challenge
  • Home
  • Three Chesters
  • Local Guided Cycle Tours
  • Rides By Date
  • About The Organiser
  • Contact Us
  • Local Ride Descriptions
  • Photo Gallery
  • Kit & Rules
  • FREE Guided Rides
  • Booking T's & C's

Up for a cycling challenge?

Up for a cycling challenge?Up for a cycling challenge?Up for a cycling challenge?

Join us as we cycle from Colchester to Manchester, via Chesterfield. 


Not quite ready? Try our local guided cycle rides.

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Get fit, get outside & explore

Three Chesters Cycle Challenge


Whether you’re an avid cyclist keen on embarking on your next cycling adventure, looking for a fantastic fundraising opportunity, or simply someone who enjoys a challenge and admiring scenic views, then the Three Chesters Cycle Challenge would be perfect for you! 



Join one of our tour guides and pedal your way from Colchester to Manchester, via Chesterfield. Spread over 4 days (travel back day 5), you’ll complete a total distance of 260 miles with a total ascent of 2,575 meters.



The tour takes in the most incredible countryside views and manages to avoid all main roads, with the exception of crossing over a few, and entering into towns and city centres. 



Plus, raise funds for your chosen charity!

Find out more

Local guided cycle rides, put on by the organisers of the Three Chesters Cycle Challenge

  • Keen to up your cycling game?
  • Like the thought of joining a pre-planned and guided tour that takes in the most stunning countryside along country lanes and to extraordinary destinations?
  • Looking to meet like-minded people?


Every week we run local guided cycle tours at 50, 70 and 90 miles around Essex and Suffolk, all starting off and finishing in Colchester. All tours take in the most stunning scenery the local area has to offer, cycling only on country roads. We, of course include the best coffee stops!


For riders of moderate experience and fitness, with average speeds of 10 - 14mph. No one gets left behind!


No rides take in the same roads*, destinations or coffee stops. In that respect, each ride is unique.


*(Except for entering and exiting Colchester).


Find out more

Customer Reviews

Zaf Mann

Kelly Phillips

Kelly Phillips

  A beautiful ride with views of rolling hills, amazing scenery and wide open vistas. This is countryside close to home but it somehow remained undiscovered by me, until now. I had no idea! Thanks for finding it for us Steve.

Kelly Phillips

Kelly Phillips

Kelly Phillips

An extremely well run and planned tour! It was great to go out with a group on an organised tour. Fantastic coffee stops too!! It made me feel safe and more confident to go out on my own on longer rides in future, now I know I can do it!

Alan Lambert

Kelly Phillips

Alan Lambert

I had no idea there was so much amazing countryside so close to home, and how far you can travel on quiet country lanes without going on any main roads at all. A brilliantly mapped route Steve!

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Three Chesters Cycle Challenge

4 The Pippins, Dinsdale Close, Colchester, Essex, CO4 3BJ

07426 172545

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Three Chesters Cycle Challenge

4 The Pippins, Dinsdale Close, Colchester, Essex, CO4 3BJ

07426 172545

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