Dozens of trails and bicycle paths in New York State with links to the Bike New England and TrailLink sites.
New York Trails
Author: Gordon Harris
Gordon Harris is a local historian living in Ipswich, Massachusetts, and publisher of the Historic Ipswich site. Follow him at https://www.linkedin.com/in/gordonrharris/
Bicycle Trails in Maine
Trails and bicycle paths in Maine, with links to the Trail Link site.
Cycling in Northern New England
Rides in Vermont, New Hampshire and Maine, including a couple of week-long cycling tours.
Rhode Island Trails
Trails and bicycle paths in Rhode Island, with links to the Traillink site.
Bicycle Rides in Massachusetts
Massachusetts is home to Bike New England, with with over a hundred rides from the Berkshires to the North Shore, and many more routes shared by local cycling organizations.
Massachusetts Bicycle Trails
Links to over 100 bicycle trails and bike paths from the Berkshires to the North Shore and Cape Cod.
Bicycle Rides in Connecticut and Rhode Island
Much appreciation to CTBikeRoutes for their extensive listings of rides in Connecticut and neighboring Massachusetts and Rhode Island
Connecticut Bicycle Paths and Trails
Connecticut bicycle trails on the Bike New England site
Steeple Chase, Mansfield, CT
START LOCATION: Eastern Connecticut State University Athletic Complex, 69 Mansfield City Rd. in Mansfield, CT. 100 miles Route at RideWithGPSView and print cue sheet (Log in to RideWithGPS & click on More to export files) 62 miles Route at RideWithGPSView and print cue sheet (Log in to RideWithGPS & click on More to export files)… Continue reading Steeple Chase, Mansfield, CT
Waltham MA Ride
Start Location: 200 West St, Waltham, MA Routes & Maps: Metric Ride: View course map, import Map My Ride GPS, or import waypoints 40 mile : View course map, import Map My Ride GPS, or import waypoints 25 mile: View course map, import Map My Ride GPS, or import waypoints 10 mile: View course map, import waypoints, or import full route GPS coordinates Route… Continue reading Waltham MA Ride
Ride for Mental Health, New Paltz, June 27 and June 28, 2026
The Ride for Mental Health supports McLean Hospital, a Harvard Medical School affiliate, for the education, research, and treatment of mental illness.
Bike Stamford & Fairfield Counties in Connecticut
Start/End Location: Middlesex Middle School, 204 Hollow Tree Ridge Rd, Darien, CT 06820 Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course
Ride the Rhode, Kingston, RI
Ride the Rhode Start/End Location: University of Rhode Island Starting from: 120 Flagg Road, Kingston, RI 02881 Map It 100-mile Route Route at RideWithGPSView and print cue sheet View and print mapGPX fileTCX Course
Chesapeake Challenge, Easton MD
The MS Chesapeake Challenge starts at the Talbot County Community Center, north of Easton, Maryland. The century ride is shown below. Take either of the loops for a shorter option. Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files
Bon Ton Roulet, Finger Lakes, July 21-25, 2026
The Bon Ton Roulet is a seven-day bicycle tour through the beautiful Finger Lakes Region of New York State. our through the beautiful Finger Lakes region of New York State. Our fully supported tour takes cyclists from wide-open farm fields, past stunning overlooks of our lakes to cavernous water-carved gorges, National Historic Sites, and award-winning wineries.… Continue reading Bon Ton Roulet, Finger Lakes, July 21-25, 2026
CT Challenge, Westport CT
A 100-mile route starting and finishing at the Fairfield County Hunt Club in Westport, CT.
Mount Washington Century
This ride around the base of Mt. Washington is over the NH Scenic Byway/Presidential Range Tour that offers spectacular mountain views and tranquil New England pastoral scenery. 100-mile route Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course
River Valley Ice Cream Ride
Start location: Turners Falls, MA Description: The River Valley Ice Cream Ride blends the best of summertime fun – bikes, gorgeous roads, and ice cream. Three routes ranging from 10 to 50 miles offer great cycling for a range of riding abilities. Kiddie Scoop Loop seven (7) miles along the Canal Side Rail Trail in beautiful… Continue reading River Valley Ice Cream Ride
Champion the Cure Challenge, Brewer ME, August 15, 2026
Champion the Cure: Walk, run, bike, paddle, or ride to help defeat cancer by raising money for local cancer research. Support cancer research at EMMC Cancer Care, now Northern Light Cancer Care. Walk/Run/Cycle: Saturday, August 15, 2026: Start: 33 Whiting Hill Road, Brewer, ME Each year, thousands of people in our community come together with… Continue reading Champion the Cure Challenge, Brewer ME, August 15, 2026
Rose Mountain Rumble, Lyndeborough NH, Saturday August 29, 2026
Cycling Dirt Roads to Benefit Conservation The Rose Mountain Rumble: New Hampshire’s vast network of well-maintained dirt roads and selected courses give novice riders a taste of adventure, while putting the hardiest of seasoned veteran cyclists' skills to the test. The RMR’s courses twist and wind their way through old dirt road beds long forgotten,… Continue reading Rose Mountain Rumble, Lyndeborough NH, Saturday August 29, 2026
Cycling New England 