Best Cycling Events in New England 2022

Strambecco rates the top road cycling events in the Southeast for 2022 based on a variety of 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 find a strong correlation between the best events and professional event producers.  In New England, premiere event producers include Life Time Events and 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 contact us here or send us a note at

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Individual Events Listings

Vermont Gran Fondo
Location: Bristol, Vermont
Organizer: Gran Fondo World Tour
Date: August 6 @ 8:00 am
Regarded by Outside Magazine as “One of the best 25 events in the world to do right now,” the Vermont Gran Fondo is one of Americas premiere cycling events. With […]

Gran Fondo Hincapie – Bangor
Location: Bangor, Maine
Organizer: Hincapie Events
Date: August 6 @ 8:00 am
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. […]

Tour of the Catskills
Date: August 13 @ 8:00 am
This years edition of the Tour of the Catskills marks the 14th annual running.  A compelling regional event for anyone living the greater tri-state area, it has been selected by […]

Mt Washington Hill Climb
Location: Mt. Washington State Park, New Hampshire
Date: August 20
August 20, 2022 will be the 49th running of the Mt. Washington Auto Road Hill Climb which benefits the Tin Mountain Conservation Center. Selected by Strambecco as one of the […]

Tour Of The Battenkill
Location: Greenwich, New York
Organizer: Ventures Endurance Events
Date: May 20, 2023 @ 8:00 am
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 […]

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