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

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.

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.   

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 Berkshires to Boston Tour is the perfect ride!  Great food, great people and what a great route.  I can't thank you enough for putting on a fabulous event."
Janet Gross
"One heck of a ride - challenging terrain, great people, amazing descents.  Somehow they found every newly-paved road in Massachusetts and put it in the route!  But the people make it an amazing experience- the group was fantastic and fun to camp with. The weather was unbelievably good and River's Edge ran the tightest of ships.  Will be back (hopefully with friends) next year!"
Francesco Cardiello
"Excellent tour.  Best supported tour I have been on!   Jeff Roth
"I can't say enough about how great a trip this was.  The River's Edge team was the most organized, friendly and supportive team ever!"   Joy Mills
"Excellent experience for my first professionally-organized, supported tour. Great coordination and planning. Fun people to be with."  Tom Bassett

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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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