Strambecco rates the best gravel cycling events New England 2025 based on various factors, including reputation, route quality, location, rider feedback, and the overall uniqueness of the event or race. Spanning upstate New York, Connecticut, Massachusetts, New Hampshire, Vermont, Maine, and Rhode Island — New England terrain features of Strambecco’s best list are typically hard-packed dirt & stone with the occasional rocky, rooty sections. You’ll also find many rollers with short, steep climbs, including some hike-a-bike. Of course, whether can change course conditions dramatically, especially for those Spring events where you likely throw puddles and mud.
If we had to rate the best of the best gravel cycling events New England 2025, we start with Rasputista and Tour of the Battenkill, two great early-season options. Battenkill bills itself the “Queen of the Spring Classics” and is one of the oldest gravel events in the country. Battenkill is produced by Ventures Endurance, who are producers of the famed multi-day RAGBRAI (Ride Across Iowa) and Ride the Rockies. The Vermont Overland is an extremely popular event in late August.
Strambecco does not list every event. We strive to identify and review events that are special and noteworthy. If you have suggestions on other events we should consider or review, please get in touch with us here or send us a note at editors@strambecco.com.
Billed as the “Queen of the Classics,” the Tour of the Battenkill is a legendary 75-mile mixed surface event that has earned a reputation as one of America’s most challenging one-day races…
Based at Stratton Mountain Resort, the VT Monster Gravel Grinder delivers three challenging courses through Vermont’s demanding terrain. The flagship 78-mile Sentinel course features 70% gravel roads with 8,500 feet of elevation…
The Deerfield Dirt Road Randonnée offers riders a quintessential New England gravel experience through the remote countryside of western Massachusetts. This randonnée-style event presents multiple route options ranging from a 12-mile Family…
This 55-mile gravel ride through Vermont’s pastoral landscape combines 7,000 feet of climbing with seven sectors of “Vermont pavé” — unmaintained ancient public roads that demand technical skills and careful bike handling.…
This gravel classic returns to its roots for its 10th anniversary, reintroducing the notorious Cyberia section that built its reputation. The course features deep mud, steep grades, and Vermont’s unpredictable early spring…
