There are many rides and events in this area for all levels of riders. Usually, the larger the group, the better chance of finding people who ride just like you. Weather it be a casual 10-12 MPH average speed, or the intermediates who average 12-14 MPH on long rides.
None of the rides on the following list are geared to the really fast, head down, race to the finish line bicyclists.
April 14. The Boston Midnight Marathon Bike Ride.
For a modest fee, the group will transport your bike from South Station in Boston.
You take the commuter train to Southboro, pick up your bike and ride to Hopkinton, the start of the Boston Marathon. There is no support, other than the bike transfer. Your on your own riding the Marathon course. Safety is not an issue because every town has their police force and workers out preparing the course. This ride begins at midnight and the road along the course are deserted and safety is not an issue with 3,000 bikes hogging the roads. CLICK HERE for the Video
May 19. The Mattapoisett Land Trust Tour de Creme. Mile options are 5-10-15-25-50. Fee is $1 per mile at registration. This one fill up quickly. Watch our pages for open registration. CLICK HERE for the video.
Ten Speed Spoke bike shop in Newport. Longest Day of the Year Ride. It’s the Thursday closest to the Summer Solstice. Probably on June 20th. CLICK HERE for the video.
A Midnight Rider 
Having done some bigger organized group rides, I encourage everyone to give them a shot. I have met lots of nice people and I definitely enjoyed myself.
I have never been to Boston, but from the pictures and descriptions, this one looks great.
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