THE WATERMOO
📍 Michigan, United States
Vermont, United States · 15 August 2026
Difficulty: 4/5 — Very hard
This 55-mile gravel race features over 2,100 meters of climbing and eight sectors of unmaintained Class 4 roads, offering a challenging yet magnificently scenic adventure through Vermont's pastoral setting.
Visit official site →This event is designed for experienced gravel cyclists seeking a demanding challenge on rugged dirt roads, combined with breathtaking scenery and a festive post-race atmosphere.
Riders unaccustomed to significant sustained climbing, technical gravel, or long distances will find this course particularly arduous due to its elevation and Class 4 road sectors.
Training should prioritize sustained climbing endurance, strength for navigating rough terrain, and proficiency in bike handling over varied and unmaintained dirt surfaces.
Compare your W/kg to see how you stack up against this race's typical level — and which races fit you best right now.
Registration for the 2026 race opens on January 1st, 2026, at 9 AM, and is limited to 1000 riders.
The course covers 55 miles primarily on dirt roads, including eight demanding sectors of unmaintained Class 4 public thoroughfares, with approximately 7,000 feet of climbing.
All registrations are non-refundable, but participants may privately transfer their spot to another rider if they are unable to attend.
Yes, the race includes two sag stops strategically placed along the route to support riders.
Riders can also compete in the OVERLAND TROPHY, which is an overall competition combining the 55-mile bicycle race with a separate 15-mile trail running race.
Juniors can race for free, West Windsor locals have a guaranteed spot if they contact the organizers, and space is specifically saved for women.
📍 Michigan, United States
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