4 cycling and running events in Dexter, Michigan
From big races to Saturday morning group runs—find cycling and running events and connect with the local endurance sports community.
Dexter
4 events in Dexter-
Sat, Jul 11, 2026 at 7:11 AMSee full details
REGISTRATION CLOSES WEDNESDAY 7/8 SO WE CAN EMAIL OUT ALL THE DETAILS ON 7/9
The PLEASANT LAKE RIDE from Jolly Pumpkin Artisan Ales + Kitchen is a FREE self-supported mixed terrain ride. The ride is NOT A RACE and it’s NOT A NO DROP RIDE either. You could call it a glorified training ride if you really need to call it something. You can go as fast or as slow as you'd like... just come ride your bike and have a good time. Really... It's that simple.
RIDER'S GUIDE - The guide will be sent out on Thursday after registration closes to all who have registered. The rider's guide will have the finalized routes and all the info you need to have a good time!
LOCATION - Jolly Pumpkin Artisan Ales + Kitchen - 2319 Bishop Circle East, Dexter, Michigan 48130
DATE - Saturday, July 11th, 2026
TIME - 100-mile @ 7:11am. 100k @ 9:11am. 50k @ 10:11am.
3 FLAVORS - There will be 3 flavors available to enjoy. 50k, 100k, and 100-miles. Sign up for whatever one you think you'll do and then on the day of the event you can switch if you'd like. 50k is for people looking to get a taste of gravel riding or to enjoy a super chill ride. 100k is for the seasoned rider looking to get in a good workout with friends. The 100-miler is for the hard core gravel enthusiast and it gets a little spicy towards the end.
ROUTE - The route is on OPEN ROADS. Riders must obey all traffic laws, including stopping at STOP signs, not crossing the center line of the road, etc. The routes will NOT be marked and you will have to upload the route to your Garmin. These routes will be included in the rider's guide that will be sent out closer to the ride.
STICKERS - Produced by Dexter Graphic Arts and provided by Ann Arbor Velo Club and will be available after the ride.
PHOTOS - Matthew Orwig Photography will be taking photos at various points on the courses. Photos will be available within a few days of the event.
POST-RIDE - There will be Jolly Pumpkin beverages and food available for purchase.
RIDE LOCAL - Thank you to Jolly Pumpkin Artisan Ales + Kitchen, Ann Arbor Velo Club for supporting the local cycling community and for helping to make this ride possible. Please continue to support the local businesses that support you, so cool shit like this can happen for years to come! If you enjoyed yourself at this ride, please join us for some of our other rad rides - BLØM, THE PLEASANT LAKE RIDE, THE WATERMOO, and WINNEWANA.
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Sun, Jul 19, 2026 at 8:30 AMSee full details
Join THE WATERMOO event director and Ann Arbor Velo Club members for a pre-ride of the lower half of the course before race day! All are welcome, even if you have not registered for THE WATERMOO.
The route is about 80 miles, and will cover some of the course's more challenging hills. There are two pace group options. Both rides are no-drop and will include bathroom and food stops if needed. Participants are expected to have the route and everything they need to sustain themselves, including tools, hydration, and food.
Join us as well on July 25th for our Upper Course Pre-Ride, including the water crossing!
Route: The Lower Watermoo
Bathroom/Water:
Waterloo Headquarters spigot and porta-potty, miles 24 and 66
Sharon Mills County Park indoor restroom and water fountain, mile 44.5
Bathroom/Food:
Marathon Gas Station, mile 62
Date: Sunday, July 19th | 8:30am
Start & Finish: Dexter High School
2200 N. Parker Rd.
Dexter, MI 48130
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Sat, Jul 25, 2026 at 8:30 AMSee full details
Join THE WATERMOO event director and Ann Arbor Velo Club members for a pre-ride of the upper half of the course before race day! All are welcome, even if you have not registered for THE WATERMOO.
The route is about 85 miles, and will cover the water crossing. Be prepared to walk through a stream holding your bike. Depending on the amount of rain leading up to the ride, the level of the water will vary, but should not be too deep for any rider to cross. There are two pace group options. Both rides are no-drop and will include bathroom and food stops if needed. Participants are expected to have the route and everything they need to sustain themselves, including tools, hydration, and food.
Join us as well on July 19th for our Lower Course Pre-Ride, including the big hills!
Route: The Upper Watermoo
Bathroom/Water:
Waterloo Headquarters spigot and porta-potty, miles 24 and 65
Bathroom/Food:
Marathon Gas Station, mile 42
Date: Saturday, July 25th | 8:30am
Start & Finish: Dexter High School
2200 N. Parker Rd.
Dexter, MI 48130
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Sat, Aug 08, 2026 at 6:11 AMSee full details
THE WATERMOO is a 111-mile cycling race on mostly gravel, some tarmac, and a road that is no longer a road with a river crossing in the farmlands of southeastern Michigan. It will be an honest challenge for most, and something riders will be proud of completing.
THE PARTNERS - Jolly Pumpkin + Kitchen | Cuddly Coos Farm | Wheels in Motion | Michigan Bicycle Law | Rob Meendering Photography | Brent McDermott Realtor | Ann Arbor Velo Club | Adams Sports Medicine | Retirement Income Solutions | Bank of Ann Arbor | Commercial Mortgage Capital, Inc. | Farm Sudz | FitMi! | Bearclaw Bicycle Co.
THE EVENT CAP: 211 RIDERS! - On July 11th, we will determine the maximum number of participants (211 riders) so we can start placing final orders of road signs, soap, bib numbers, etc.
THE DATE - Saturday, August 8th, 2026
THE START WAVES - 6:11am (14mph or slower) and 7:11am (14mph or faster)
THE START/FINISH LOCATION - Jolly Pumpkin + Kitchen - 2319 Bishop Circle E, Dexter, MI 48130
THE ROUTE - Is mostly gravel, some tarmac and a road that is no longer a road, with a river crossing in the farmlands of southeastern Michigan. The dirt roads can be hilly at times, and some of the pavement is smoking fast. There are some sections of the course that are loose and sandy. THE ROUTE WILL NOT BE MARKED AND IS OPEN TO TRAFFIC. You will need to upload the route to your Garmin (GPS device) so you know where you are going. The course is open to traffic and all rules of the road must be followed at all times. About 3/4 into the ride you may refuel if needed at the Adams Sports Medicine Feed Station.
While there are no podiums for this event (those with the top finish times will have bragging rights!), ALL finishers are rewarded with a colorful aluminum sign with the name of a road from the route that they can proudly display at home. With two wave starts, we offer an opportunity for participants to seed themselves according to their desired average for the day because we want YOU to have the best day no matter what.
THE RULES - Because it's a race and you gotta have some rulz.
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Rules of the road must be followed at all times
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No aero bars
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Self-supported
THE REGISTRATION DETAILS
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$88.00 entry fee
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Register before April 11th and get a say in what road will be on the finisher's signs.
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6/11 price increase to $99.00
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7/11 price increase to $111.00
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8/1 - REGISTRATION CLOSES (NO DAY OF REGISTRATION)
THE JUNIORS - Thanks to The Watermoo sponsor Commercial Mortgage Capital all juniors (18 years old & under) ride for free. Email the race director, Marcy Hoopingarner, at [email protected] to get your free entry.
THE OVERALL AWARDS - Presented by Michigan Bicycle Law. The glory of finishing and a colorful road sign that you can hang in your bedroom.
THE RIDER'S GUIDE - The rider's guide will contain all the information you need to know to successfully complete THE WATERMOO. Stay tuned! This will be sent out to Watermooers the first week of August.
THE REFUNDS - Before July 11th we can offer full refunds. After July 11th NO REFUNDS, but you can transfer your race entry to someone else. Learn how to do that HERE.
THE OVERALL RESULTS - Results provided by Plot Gnar Promotions, and can found HERE.
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