Best Gravel Cycling Races New England 2025

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.
Last updated February 23, 2025 Billed as the “Queen of the Classics,” the Tour of the Battenkill 2025 is a legendary 75-mile mixed surface event for riders wanting a challenging, scenic, and…
Last Updated February 24, 2025 — With start-finish at the Stratton Mountain Resort, the VT Monster Gravel Grinder 2025 offers three-course options spanning 100 miles, 78, and 48 miles. Details behind the new…
Last updated April 4, 2025 — For gravel cycling enthusiasts, the Deerfield Dirt Road Randonnée (D2R2) 2025 stands as a beacon of adventure, camaraderie, and breathtaking scenery. Held annually in western Massachusetts,…
Updated September 14, 2024 — The 2025 event date is not confirmed — The Vermont Overland 2025 is one of the most popular and longest-running gravel cycling events in the US. The…