Autumn bicycle tour across Massachusetts

The Tour begins at one of New England's most charming historic landscapes, Hancock Shaker Village in Hancock, Massachusetts

The Tour begins at one of New England's most charming historic landscapes, Hancock Shaker Village in Hancock, Massachusetts

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The Berkshires to Boston Bicycle Tour is a four-day, 240 mile bike tour showcasing the best of Massachusetts cycling. Beginning in the scenic Berkshire hills along the New York border, the tour meanders through the Connecticut River Valley, rolls over the state's central plateau and spins through Lexington and other historic communities before arriving in the vibrant capital - Boston. There, riders join more than 5,000 cycling enthusiasts for Hub on Wheels, Boston's annual bicycling festival.  

Massachusetts is blessed with some of the finest road cycling in America and the Berkshires to Boston tour explores the best of the best. We kick off the tour with an optional warm-up day climbing the state's highest peak, Mt. Greylock or exploring the Berkshire's array of pastoral, rolling roads. Our route across Massachusetts intersects with four of the state's designated scenic byways, recognized for their scenic quality, low traffic volumes and interesting experiences around every bend.  As we approach Boston, we take advantage of the metro area's wonderful bike paths like the Minuteman Bikeway, "America's Revolutionary Rail Trail" and the ever-expanding network of bike lanes and pathways encouraging visitors to explore Greater Boston by bicycle.   

Early autumn is the ideal time for this cross-state tour.  Cool nights are prompting an emerging pallet of fall colors but summer-like days offer perfect riding temperatures.

Experience the real Massachusetts.  Experience Massachusetts by bicycle this September on the Berkshires to Boston Bicycle Tour

The Tour concludes with Hub On Wheels, Boston's annual cycling festival.

The Tour concludes with Hub On Wheels, Boston's annual cycling festival.

 
Exploring Massachusett's scenic byways in autumn.

Exploring Massachusett's scenic byways in autumn.

About the Tour

Learn more about the routes, the accommodations and the Berkshires to Boston Bicycle Tour experience.

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