START/FINISH LOCATION: Lexington High School, 251 Waltham Street, Lexington, MA 02421 Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files
Lexington, MA 22-Mile Ride
Category: Boston
Cape Cod Getaway, June 27 – 28, 2026
The Cape Cod Getaway is the largest MS ride in New England. On Day 1, riders pedal from Quincy, Massachusetts to Bourne at the beginning of Cape Cod. Day 2 is from Bourne to Provincetown at the tip of Cape Cod. Saturday, Day 1 Route Maps Saturday Start Line Location: State Street Bank & Trust… Continue reading Cape Cod Getaway, June 27 – 28, 2026
Boston to Provincetown, MA
Start: Northeastern University, Boston, MA. This is the 125-mile former Harbor to the Bay fundraising ride. PDF Cue Sheet Route at RideWithGPS View and print cue sheet View and print the mapLog in to RideWithGPS & click on More to export GPS files
Dorchester-Pleasure Bay ride
This short ride starts from the Thomas J. Kane Square and playground park in Dorchester MA , a residential section of Boston, and offers great views of the Pleasure Bay and Old Harbor, mostly quiet riding except for the section on Morrissey Blvd. Distance: 11 miles
Bike to the Beach, Boston to Newport, September 19, 2026
Bike to the Beach is a 501(c)3 non-profit organization creating a community of cyclists, autism advocates, fitness junkies, and beach lovers to make an impact in New England and cycle for the 1 in 68 diagnosed with autism. T\ START-LINE LOCATIONS 100-Mile Start Location: Boston University, Nickerson Field – Harry Agganis Way & Commonwealth Ave, Boston, MA.… Continue reading Bike to the Beach, Boston to Newport, September 19, 2026
Boston to Hyannis
Start: JFK Presidential Library and Museum 100-mile route Route at RideWithGPSView and print cue sheet View and print map & cue sheetLog in to RideWithGPS & click on More to export GPS files
Boston to Provincetown cycling routes
The Claire Saltonstall Bikeway, or State Bicycle Route 1, is a series of bicycle paths and on-street routes that travel from Boston to both Provincetown and Woods Hole. The bikeway starts on Cape Cod at Route 3A in Bourne. It travels across the Sagamore Bridge, utilizing the bridge’s sidewalk. After the Sagamore Bridge, the bikeway… Continue reading Boston to Provincetown cycling routes
South Bay Harbor Trail
The South Bay Harbor Trail is a 3.5 mile-long pedestrian - friendly urban bike trail that will connect Lower Roxbury, the South End, Chinatown, and Fort Point Channel to Boston Harbor at Fan Pier in South Boston. It will also connect these neighborhoods and Boston Harbor to the Emerald Necklace. For centuries Boston Harbor has… Continue reading South Bay Harbor Trail
Newton MA fitness ride
This is a Charles River Wheelmen weekly ride from Newton MA, with multiple distance options. Scenic rolling roads through Needham, Dover, Sherborn, and Medfield MA . Start: Nahanton Park, Newton MA. View all routes at Ride With GPS: 62 Miles 50 Miles 42 Miles 28 miles 62 mile version Route at RideWithGPS View and… Continue reading Newton MA fitness ride
Cycling New England 