A Reason to Ride was a fundraiser to benefit cancer research at Beth Israel Deaconess Medical Center, starting from Danvers, MA, and visiting Wenham, Hamilton, Essex, Manchester by the Sea, Gloucester, Ipswich, Georgetown, Topsfield, and returning to Danvers. 2016 routes 10-mile cue sheet 25-mile cue sheet 50-mile cue sheet 50 miles Route at RideWithGPS View and print cue… Continue reading A Reason to Ride, Danvers, MA
The start location is Pingree School in Hamilton, MA. 100-mile ride Route at RideWithGPSView and print cue sheet View and print map & cue sheetLog in to RideWithGPS & click on More to export GPS files 60-mile ride Route at RideWithGPSView and print cue sheet View and print map & cue sheetLog in to RideWithGPS… Continue reading Cape Ann & North Shore Ride
*Cyclists have the right to use all Massachusetts public ways except limited access or express state highways and where signs specifically prohibit bicycles. *Cyclists shall be subject to the traffic laws and regulations of Massachusetts. Bicycles shall not be required to be registered. *Cyclists must signal turns, but such signals shall not be required to… Continue reading Massachusetts Bicycle Law
This Charles River Wheelmen 28-mile ride winds through mild rolling back roads in Concord, Carlisle, Acton, and Chelmsford for those out to enjoy the scenery. Start: Parking lot of the Bedford Town Hall/High School/Library complex in Bedford Center, 7 Mudge Way, Bedford, MA View this ride at http://ridewithgps.com/routes/269948 Route at RideWithGPS View Cue Sheet from Browser Print Map from BrowserLog… Continue reading Bedford, MA Ride around Carlisle
This is a Nashoba Valley Pedalers ride. Start: South Acton "T" station. (map to start) Description: Wander through Harvard, Bolton, and Berlin with the longer route heading off up Sawyer Hill to catch a few hills near Boylston. They rejoin in Berlin and take the indirect route back to Acton via Harvard. While the shorter route… Continue reading Bares and the B’s from South Acton, MA
Larry Galante created a Memorial Bike Ride for Christina Genco, a BU alum and Newton native, who died in a cycling accident while she was leading a cross-country bicycle trip with Bike &Build. Christina and Larry biked together from Boston to Santa Barbara, CA in 2009. The ride commemorated Christina's life and raised money for the Christina… Continue reading Newton-Wrenham MA Loop
Join The Best Buddies Challenge. The 100, 55, and 20-mile rides start from different locations, and all end up at Hyannisport on Cape Cod. Each route takes riders along scenic, country roads to Hyannis Port. All rides are fully supported, with rest stops along the way and support vehicles on the road. Rental bikes are also available.… Continue reading Best Buddies Challenge, Cape Cod, MAY 30, 2026
Join us for the Bikes Fighting Cancer FUNdraising bike ride in Western Mass, dedicated to supporting families dealing with the burden of a cancer diagnosis and advancing cancer research. Two beautiful routes start at the very cool Tree House Brewing Company and meander through the picturesque Pioneer Valley and along the Connecticut River, featuring long… Continue reading Bikes Fighting Cancer, Deerfield, MA, June 20, 2026
Stow Bike for the Woods supports the Stow Conservation Trust in Stow, MA. The shorter rides are fairly flat, while the longer rides passing through Harvard, Littleton, Hudson, Marlborough, and Stow are more hilly. 14-mile route: Map Directions 28-mile route: Map Directions 46-mile route: Map Directions 65-mile route: Map Directions 19 miles Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS &… Continue reading Stow MA Bike for the Woods, August 9, 2025
Bicycles Battling Cancer is a fully supported one-day bike ride in support of the American Cancer Society. Every year, we have hundreds of riders sign up and fundraise for our mission to save lives, celebrate lives, and lead the fight for a world without cancer. Riders of all levels are encouraged to join and can… Continue reading Bicycles Battling Cancer, Lancaster MA, September 21, 2025
Wheeling for Healing Ride, Walk, Run for Cancer Care at Baystate Health - Join us 5/18/25! Wheeling for Healing is a fundraising event where participants can cycle their choice of a 10, 25, or 50-mile route, or walk/run the 5K route. All funds raised support cancer care and services at Baystate Health. We will once… Continue reading Wheeling for Healing, S. Deerfield MA, May 18, 2025
The 9th annual Kirwin/Murray Tour de Falmouth is Sunday, October 5 2025, at 8 am. The proceeds from this event benefit the Falmouth Homeless Prevention Program (FHPP) through sponsorships and registrations for this event. FHPP assists Falmouth community members in need and continues to do so with your support and generosity. Donations to the program can be made at: … Continue reading Kirwin/Murray Memorial Bike Ride, Falmouth MA, Sunday, October 5, 2025
Bike Ride & Beer Festival 2026 departs from CISCO BREWERS in New Bedford, MA Choose your challenge from a 15, 30, or 45-mile ride through the beautiful areas of trail and less-traveled roads surrounding South Coast Massachusetts, complete with morning fuel stations, fully marked routes, rest stops, and SAG support for all riding levels. Finish… Continue reading Bikes & Beers, New Bedford, MA June 27, 2026
The Pan-Massachusetts Challenge is a Massachusetts-based bike-a-thon that raises more money for charity than any other single athletic fundraising event in the country. Held annually on the first weekend in August, the PMC raises funds for Dana-Farber Cancer Institute, a world leader in adult and pediatric cancer treatment and research. The PMC has 14 different… Continue reading Pan-Mass Challenge, August 1 & 2, 2026
Ride options will include a 30 mile Plus (30+ miles), Metric Century Plus (60+ miles), or Century route (100 miles), with starting locations in Mashpee, Sandwich and Orleans
The annual Farm Ride starts from the University of Massachusetts in Amherst, MA, and offers two full days of cycling in Pioneer Valley farm country, taking beautiful back roads. Arrowed route options range from 15-100 miles and include rest stops and S.A.G. support. Visit the Farm Ride site. 100-mile route Route at RideWithGPS View and print cue… Continue reading Amherst Pioneer Valley Farm Ride, August 8-10, 2025
The NF Northeast Annual Coast to the Cure ride to benefit NF Northeast at Stage Fort Park in Gloucester, MA. The ride accommodates all cycling levels. Participants will have the option to choose from 24-, 40-, or 66-mile courses. Cycle along the rolling hills of the Massachusetts North Shore—see beautiful ocean views, scenic horse and… Continue reading Coast to the Cure, Gloucester, MA, Sept. 6, 2025
North Shore Cyclists' Blazing Saddles Century travels through the rural towns of the North Shore and southern New Hampshire.
Southbridge Credit Union’s Tour Opacum: Bike Ride for Land Conservation Where: Brimfield, MA Join Opacum Land Trust for this spectacular scenic bike ride through several of our conservation properties in Brimfield, Sturbridge, Monson, and surrounding towns. Don’t miss Rapscallion Brewery’s after-party at Brimfield Winery complete with wine, craft beer, food (must purchase a ticket separately),… Continue reading Opacum Tour, Brimfield MA, September 21, 2025
Join the 7th annual Ride for Food, supporting local food pantries, community farms, and food rescue organizations. The last 6 years have generated $1.6M for local hunger-relief. The Ride for Food starts and finishes at the Noble & Greenough School in Dedham, MA. Participants have three routes (all of which wind through neighboring towns) to choose from.
Cycling New England 