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Best Cycling Events in New England 2023

Best Cycling Events in New England 2023

Updated Nov 7, 2022

Strambecco rates the top road cycling events in New England for 2023 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 often are known for the rocky Atlantic coastline, changing autumn foliage, rolling hills, and forested mountains.

If we had to pick the best of the best, or those you’d classify as bucket list events, we’d recommend the Tour of the Battenkill in May or the Vermont Gran Fondo in August.   We also strongly correlate the best events and professional event producers.  In New England, premiere event producers include Ventures Endurance EventsLife Time Eventsand Hincapie Events.

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

Tour Of The Battenkill

Billed as the Queen of the Spring Classics, Battenkill is a 75-mile mixed surface event for riders wanting a challenging, scenic, and competitive ride/race. Selected by Strambecco as one of the best…

Vermont Gran Fondo

Regarded by Outside Magazine as “One of the best 25 events in the world to do right now” and by Strambecco as one of the best cycling events in New England, the…

Gran Fondo Hincapie – Bangor

Hincapie Events is taking the Ultimate Cycling Experience WAY up north!  Escape the summer heat and join former world tour rider George Hincapie for an unforgettable ride in Bangor, ME. Selected by…

Tour of the Catskills

This year’s Tour of the Catskills edition marks the 16th annual running.  A compelling regional event for anyone living in the greater tri-state area, it has been selected by Strambecco as one…

Mt Washington Hill Climb

2023 marks the 50th running of the Mt. Washington Auto Road Hill Climb, which benefits the Tin Mountain Conservation Center. Selected by Strambecco as one of the best cycling events in New…

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