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Ride With Ryan is a mostly off road cycling club. We want to get people on bikes and teach them the basics of cycling. RWR has a strong focus and history of off-road cycling. We’re talking mountain biking, gravel, and cyclocross! (and we do still squeeze in some road events!) 

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Rip’n Ryders Grassroots and Advanced 2024

Ride With Ryan is all about having a good time, making new friends and embracing nature, all while getting fit and having fun! 

We are always on the lookout for new participants to join our sessions, so get in touch with us today! 

We offer advanced sessions out of the Mansfield Outdoor Centre on Monday evenings. Starts May the 6th and running until June 24th. We take summer off from the weekly sessions but still offer some pop-up rides, private sessions and summer camps. Summer camps are offered out of MOC with a mtb option for campers. 

The sessions start up again on  September 9th and run until October 25th. 

Sessions run from 6:00 -7:30pm


*all RWR members get 15% off MOC memberships.

Ages 7 and up!  

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Our grassroots program runs out of the C3 quarry in Caledon with rotating sessions out of Monora Park in Orangeville. The combination of these locations will provide more fun and learning. 

Thursday evening sessions start on May 9 at Monora Park just to the north of Orangeville, and run until June 27th, then we  break for summer but we will have a few pop up sessions during summer.

Then we start up sessions again on September 5th and running until October 31! 

Ages 6 and up

Sessions run from 6-7 pm 

Private Sessions

Private sessions/local tours are available for mountain biking and gravel riding. These sessions require a call or an email to discuss what you're interested in learning or touring.


Coaches - Ryan De Groote

Ryan started mountain biking in his late 20's and quickly found a new passion.  Ryan then started riding road bikes, cyclocross, gravel, fat bikes and then onto some bike packing. Ryan has been racing for over 10 years and has been MTB Sport Provincial Champion (x2)

Ryan has been coaching youth cyclists for 6 years. Some of his athletes have become professional cyclists and have raced around the world.

After teaching his 4 kids to ride, his family became fully emerged in cycling and they all participate at various levels. Ride With Ryan is based on how his kids learned to off road ride and race. 

Level 1 NCCP coach 

Home: Meet Ryan

Theo De Groote

Theo started to ride bikes at 2 years old and by 5 he was racing and has never stopped. His passion was for BMX and mountain biking when he was younger,  winning MTB provincials before focusing on road racing as a junior. 

He rode for the Toronto Hustle Continental road team, and represented Canada at World Championships in cyclocross as a junior.

He has been teaching kids to ride bikes since RWR started, and continues teaching when he is home.

Theo has private sessions available, reach out to us to find out availability. 

Home: Meet Theo

Gus De Groote 

Gus started riding and racing bikes with his family at age 5. He was very successful in his racing at a young age but then spent some time away from the bike. He has been playing other competitive sports these past few years, but lucky for us, Gus is now back on the bike and back for RWR sessions this year!

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