This is a 48-mile loop from Falls Village, Connecticut, into the Southern Berkshires. Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files
Falls Village, CT -Berkshires Ride
Category: Connecticut
Norwalk to Newton, CT Loop
Start: Cranbury Park, Grunman Ave., Norwalk CT 62 miles Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files 100 miles Route at RideWithGPS View and print cue sheet View and print the mapLog in to RideWithGPS & click on More to… Continue reading Norwalk to Newton, CT Loop
Thread City Century
The Thread City Cyclers Century starts in Willimantic, CT, and meanders to Colchester along lightly traveled country roads. From Colchester, you'll descend through the twisty turns of Devil's Hopyard State Park, and cross the Connecticut River at the Goodspeed Opera House in East Haddam… After a 25-mile loop through Killingworth and other sleepy villages west of… Continue reading Thread City Century
Manchester – Glastonbury CT Ride
Start: Manchester CT Community College. This is a ride from CTBikeRoutes.org Route at RideWithGPSView and print cue sheet View and print map & cue sheetLog in to RideWithGPS & click on More to export GPS files
Windsor-West Hartford, CT Loop
An easy bike ride from Windsor in north central Connecticut. The route takes you to Hartford's Elizabeth Park, where you can tour the rose gardens, after riding through Bloomfield and West Hartford. Start Location: Windsor Center downtown parking lot, Central Avenue. Route at RideWithGPSView and print cue sheet View and print map & cue sheetLog… Continue reading Windsor-West Hartford, CT Loop
Tour des Trees, Stamford CT, September 12-18, 2026
Join us for the 2025 Tour des Trees as this year’s route takes us through southern New England, promoting and teaching people about proper tree care and the importance of tree research. The Tour des Trees is a multiday, supported bike tour. One, two, three, four, or five-day ride options are available, and riders will… Continue reading Tour des Trees, Stamford CT, September 12-18, 2026
Bloomin’ Metric, Westport, CT, May 17, 2026
Cycle Along Stunning Beaches and Through Classic New England Countryside. 4 Fully Supported Routes.
Groton, CT Seacoast Century
Start: Groton, Connecticut center View this ride at http://ridewithgps.com/routes/865182 Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files
Guilford, CT Coastal Explorer
Description from CTBikeRoutes: Explore the many hidden corners of Guilford's craggy coastline, including Island Bay, Sachems Head Harbor, Indian Cove, Chaffinch Island and Guilford Point with their frequent water views. Start: Calvin Leete School, 280 South Union St., Guilford CT View this ride at http://ridewithgps.com/routes/859841 Route at RideWithGPS Viewand print cue sheet View and print mapLog… Continue reading Guilford, CT Coastal Explorer
Middletown, CT Breeze Ride
Description from CTBikeRoutes: This is a very challenging, lengthy, and hilly ride that starts at Vinal Tech High School in southern Middletown, moves quickly into Middlefield before dropping south through Durham and Killingworth into Madison. It then heads north through Clinton, Killingworth, Chester, and Higganum before returning to the starting point. The ride is largely… Continue reading Middletown, CT Breeze Ride
Meriden-Durham CT Orchard Ride
Description from CTBikeRoutes: This rather hilly ride travels through the back roads of eastern Meriden, Middletown, Middlefield, East Berlin, Cromwell, Durham and Wallingford. While the hills will make you gasp, you will find the scenery en route makes your effort worthwhile. The suggested lunch stop is at the Lyman Orchards farm store in Middlefield. Start:… Continue reading Meriden-Durham CT Orchard Ride
Rock to Rock Earth Day Ride, New Haven CT, April 25, 2026
Rock to Rock riders raise support for more than 20 local groups -- all doing high-impact work to create a healthier, greener community. Rock to Rock begins at Common Ground (358 Springside Avenue -directions), at the base of West Rock Park, and finishes at College Woods at East Rock Park. Along the way, we stop… Continue reading Rock to Rock Earth Day Ride, New Haven CT, April 25, 2026
Lighthouse Point Ride, New Haven CT
Start location: Light House Point Park, New Haven, CT Cue sheets 10 Mile Cue Sheet 25 Mile Cue Sheet 50 Miler Cue Sheet RideWithGPS 50 MILER: 48.4 mi 2,249 ft elevation 10 MILER: 10.4 mi 341 ft elevation
Tour de Mansfield CT: June 7, 2025
EVENT: 20th Annual John E. Jackman Tour de Mansfield DATE: Saturday, June 7, 2025 LOCATION: Mansfield Community Center, 10 S. Eagleville Road, Storrs, CT 06268 FEE: $30 before June 4; $35 on/after June 5; Participants under 18 ride for free, but must be accompanied by an adult (registration required for all) DETAILS: Participants select from… Continue reading Tour de Mansfield CT: June 7, 2025
Go the Distance, Woodbury CT
Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files
Bike the Beach, Fairfield CT
Bike the Beach is a picturesque route beginning at Jennings Beach in Fairfield, Connecticut, passing by scenic beaches through five historic New England towns. ROUTE GPS FILES 10-mile route GPS file 20-mile route GPS file 45-mile route GPS file 62-mile route GPS file 62-mile ride Route at RideWithGPSView and print mapLog in to RideWithGPS &… Continue reading Bike the Beach, Fairfield CT
East Lyme, CT Rides
East Lyme Parks and Recreation's bike and bbq event to raises money for local historical properties and open spaces in East Lyme and Niantic. Horrible Hundred Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files Miserable Metric Route at RideWithGPS View and… Continue reading East Lyme, CT Rides
Connecticut bike routes
The site Connecticut Bike Routes was developed by three Connecticut-based bicycle enthusiasts as a service to the cycling community. On their site you can find detailed information on over 250 bike routes in Connecticut. View the entire list of routes below, organized alphabetically by name of the town in which the ride starts: Start Town… Continue reading Connecticut bike routes
Narragansett Bay Wheelmen rides
These vintage cue sheets for Rhode Island, neighboring Massachusetts and Connecticut are provided by Narragansett Bay Wheelmen (NBW). NBW101 touisset NBW102 swansea dighton NBW103 taunton norton NBW104 taunton 2 rocks NBW105 tiverton 50 NBW106 animal farm NBW107 Uxbridge Grafton NBW108 narragansett pt NBW109 walpole dover NBW110 warwick NBW113 westerly NBW114 nkingstown exeter NBW115 wickford kingston NBW116 woonsocket NBW117… Continue reading Narragansett Bay Wheelmen rides
Collinsville CT Gourmet Century
Report by Pete Salomone: The gourmet century is exactly what it sounds like – a century ride stopping at excellent restaurants & cafes for food. We started at LaSalle Market, a restaurant and deli, in Collinsville, CT. Our route went along the banks of the Farmington River to Riverton where we climbed along Sandy Brook.… Continue reading Collinsville CT Gourmet Century
Cycling New England 