Berkshires to Boston Bicycle Tour

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Ride Information
Hancock, MA to Boston, MA
240 miles +/-

The Berkshires to Boston Bicycle Tour is a four-day, 240 mile bike tour crossing Massachusetts from the New York border to downtown Boston.  Showcasing the best of Massachusetts cycling, the tour begins in the scenic Berkshire hills, 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.

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

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