Join us September 14 - 18, 2016 for the next cross-Massachusetts bike tour. Registration opens 8:00 AM EST Sunday, February 28, 2016

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 Wednesday Warm-Up day exploring some of the Berkshires' great cycling routes. Choose a casual twenty-three mile loop that slips into New York (for those who want to grab the state line) and passes through one of the area's most-charming, small communities, West Stockbridge, before returning to Hancock Shaker Village along scenic back roads.  Or, choose a challenging forty-four mile ride up the state's highest peak, Mt. Greylock.  Or, just spend the day visiting our host site, Hancock Shaker Village - your entrance pass is included in your tour registration.

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.

In our Rider's words

"Not just a ride, a social-community-building event."  Steve Miller, 2015
"Fantastic route, great people, lots of support - it felt like summer camp for grownups on bikes!"  Jeremy and Vanessa Berse, 2015
"I had a fantastic time every mile of the way and every minute at camp with a great group of riders.  Thanks for the ride of my life!!!"  Peter Garcia, 2015
"I couldn't have asked for a better experience on my first, multi-day bike tour.  I met so many great people and really enjoyed seeing the beautiful towns and countryside of Massachusetts.  Jessica Lilley, 2015
"6 stars on a 5 star scale!!!  What makes this tour unique is not the delicious food -breakfast, dinner, and all the yummy, creative snacks provided along the way including suitable gluten-free and vegetarian options - not the beautiful scenery, not the superb organization including well-marked, thoughtful routes, not Tony the travelling masseuse or Mike the bike mechanic, although all that is true and wonderful; but, what is most memorable is the friendly community created by River's Edge Cycling's  hospitality, warmth, dedication and passion to insure that every rider has the best experience possible."  Adee Knapp, 2015
"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, 2014
"Excellent tour.  Best supported tour I have been on!   Jeff Roth, 2014
"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, 2014

Learn about other River's Edge Cycling Events at

Visit the websites below to learn More about Bicycle Travel in Massachusetts and Beyond

We appreciate our partners and supporters and invite you to Look to these businesses and organizations for your cycling, travel and personal Needs.

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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