Connecticut bicycle rides

Tour de Forest, Norfolk CT, Saturday October 18, 2025 - Bike historic Norfolk, CT and support Norfolk Rails 2 Trails! Ride a 13-mile fun ride on dirt+paved roads or a 29-mile gravel ride. Peak autumn views of lakes, meadows and historic homes plus the majestic Great Mountain Forest. All ages welcome! Come solo, with friends or plan a family ride-kids under 12 are free.… Continue reading

Litchfield Hills bicycle ride Torrington

Tour of the Litchfield Hills, Torrington CT, August 3, 2025 - The Tour of the Litchfield Hills is a charity ride to benefit the Cancer Care Fund of the Litchfield Hills. The 22nd Annual Tour will be held on Sunday, August 3rd. There are rides of 100, 75, 55, 30 and 12. All the roads used are paved. Registration fee is $50 and the Tour starts… Continue reading

Tour de Mansfield CT: June 7, 2025 - EVENT: 20th Annual John E. Jackman Tour de Mansfield DATE: Saturday, June 7, 2025 RAIN DATE: Sunday, June 8, 2025 TIME: 7:00 AM – 1:00 PM 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… Continue reading

Greenville Tri-State half century - This is the 52-mile version of Narragansett Bay Wheelmen’s Tri-State Century Start: Apple Valley Mall, Greenville, RI (map to start) Description: Challenging ride in undeveloped countryside touching on Rhode Island, Connecticut and Massachusetts. Route at RideWithGPSView and print cue sheet View and print map & cue sheetGPX fileTCX Course

Windsor Run for the Roses - 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. Options for 19 or 39-mile ride. Route at RideWithGPSView and print cue sheet View… Continue reading

Granby – Southwick Tour - Ted’s Tour de Manure is provided online at CTBikeRoutes.org. The 49-mile ride offers rolling terrain with about 2000 ft of climbing in north central Connecticut, starting from the East Granby shopping plaza (Center Shops) parking lot at the intersection of Route 20 & 187 in East Granby CT (map). This rural ride explores some of… Continue reading

Unon CT – Brimfield MA Antiques Ride - This is the Narragansett Bay Wheelmen’s Brimfield Antique Ride, 34 miles from Union Connecticut. Start: Public library or church, downtown Union CT. (map to start). Park at the white church on right at the green in the center of Union, Ct. Description: Starting from Union, this ride circuits four towns, passing an area of rugged,… Continue reading

Suffield CT – Congamond Lakes bike ride - Start:: Suffield Village library parking lot, corner Routes 75 & 168 in Suffield Description: A nice ride west of Suffield Village. 38 miles, flat to rolling, relatively easy, in and out of Massachusetts. Route at RideWithGPSView and print cue sheet View and print map & cue sheetGPX fileTCX Course

Sterling CT Oneco Pond ride - NARRAGANSETT BAY WHEELMEN ONECO POND RIDE Start: Sterling Memorial School, Rt. 14A, Sterling, CT. (map to start) Description: “Scenic, rural, hilly ride through forest and farmland on the RI/CT border. On the short loops, Rt 49 runs along Ekonk Hill, a high, open ridge with superb views. Sterling and Oneco are old mill towns retaining… Continue reading

Manchester – Glastonbury Gallop - Start: Manchester CT Community College. This is a ride from CTBikeRoutes.org Route at RideWithGPSView and print cue sheet View and print map & cue sheetGPX fileTCX Course

Simsbury Scenic Short Ride - Description from CTBikeRoutes.org: The ride is over mostly flat terrain and travels through portions of Simsbury, Granby and East Granby on mostly secondary (back) roads with just a little bit of riding on busier state roads. The ride passes the Barndoor Hills Rd entrance to the McLean Game Refuge and the Simsbury Airport amongst other… Continue reading

Tour des Trees, Stamford CT, August 10 -16, 2025 - 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

RIDE For Our Vets, Norwalk CT - Event: Ride For Our Vets Date: Saturday, June 15th, 2024 Location: Ride starts/ends at Vets park in Norwalk, CT On June 15th, we will be holding our annual bike-riding event, The Ride For Our Vets, which supports the Connecticut Veterans Legal Center’s mission of removing legal barriers for veterans in our community. In past years, we… Continue reading

Angel Ride June 22, 2024 - The annual Angel Ride benefits the Arthur C. Luf Children’s Burn Camp, established in 1991 for severely burned children.… Continue reading

Folks on Spokes & Step Forward, Milford CT - Folks on Spokes & Step Forward Ride + Walk Raises Fund for Local Mental Health and Addiction Recovery Services! When: Planned for Sunday, September 29th, 2024 Where: Fowler Field in Milford, CT. To learn more, sponsor, or volunteer, visit folksonspokes.bridgesct.org. As one of the longest-running cycling events in CT, hundreds of participants will ride or walk in this… Continue reading

Tour de Lyme - Lyme, CT is known for its scenic beauty, low traffic, and varied terrain. Participants in Tour de Lyme help support the Land Trust. 2018 route 60 miles:: Detailed cue sheet here and a map of the Challenge Ride 2016 and GPS file of the Route. The Valley 26 miles, The Family – 8 miles. 2015 route Route at RideWithGPS View and print cue… Continue reading

Annual Tour of Lights – Bike for Thought, Groton CT - The Annual BIAC Bike for Thought "Tour of Lights" provides views of historic lighthouses while raising funds to provide critical brain injury prevention and resource services throughout Connecticut, starting from UCONN's Avery Point in Groton CT.… Continue reading

William Raveis Ride, Norwalk CT - Site: raveisridewalk.com Location: Norwalk, CT 5 mile walk, 12, 25 and 50 mile rides Beneficiary: Damon Runyon Cancer Research Foundation

East Lyme Bike - East Lyme Parks and Recreation is holding their annual bike and bbq event to raise money for local historical properties and open spaces in East Lyme and Niantic. The three historical properties benefiting from this event are: the Smith-Harris House, the Samuel Smith House, and the Thomas Lee House. Proceeds will also benefit the East Lyme Land Trust.… Continue reading

Go the Distance, Woodbury CT - Woodbury Scholarship Fund Dollars for Scholars makes dreams come true…dreams of becoming a doctor, an engineer, a teacher, a social worker, an electrician or a banker…dreams of the young men and women who grew up in our community…dreams of our friends and neighbors. Help us make dreams come true with your support. Last year, “Go the… Continue reading

Bike the Beach 62 miles from Fairfield CT

Bike the Beach, Fairfield CT - Bike the Beach enjoys 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 download link 62 mile route GPS file 62 mile ride Route at RideWithGPS… Continue reading

Connecticut Tour des Farms - Since 2003, thousands of riders and volunteers have participated in numerous Connecticut Tour des Farms bicycle rides. Tour des Farms is designed to raise awareness and funding to implement Connecticut Resource Conservation and Development's agricultural and conservation projects.… Continue reading

Closer to Free, New Haven CT - Closer to Free is a fundraising ride for Smilow Cancer Hospital in New Haven Century Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course Metric Century Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Thread City Cyclers 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… Continue reading

CT Challenge, Westport CT - The CT Challenge bike ride is the main source of funding for the nonprofit organization Mission. Mission is dedicated to helping the 15.5 million cancer survivors in Connecticut and throughout the U.S. rebuild, improve and prolong their lives through exercise, nutrition, mind-body health and community-building support programs. Up to 2,000 riders ride a 10, 25, 50, 75 or 100-mile route starting and finishing at the Fairfield County Hunt Club in Westport, CT.… Continue reading

Bike MS: Stamford/Fairfield County CT - Details at the Event site Start/End Location: Middlesex Middle School, 204 Hollow Tree Ridge Rd, Darien, CT 06820 Routes: 25, 50 & 75 Miles Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Ride for Children , Oxford CT - The Ride for Children has 15, 32, & 50 mile bike ride & 2k walk leaving from Quarry Walk, 300 Oxford Road, Oxford, CT. Routes for beginners and experienced riders. Beneficiary: BHcare is a regional nonprofit organization that provides a comprehensive and integrated system of care for adults, children and families who are struggling with mental… Continue reading

Bloomin’ Metric, Westport, CT - Cycle Along Stunning Beaches and Through Classic New England Countryside. 4 Fully Supported Routes. … Continue reading

Bike MS,Windsor CT - Bike MS has raised over $1 billion through their annual cycling fundraisers. This ride starts in Windsor, CT. Multiple mileage options are offered. View the Bike MS website for the current routes. 2016 routes 100 miles Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course 50 miles Route at… Continue reading

Sharon’s Ride For Epilepsy, Westhaven CT - The Epilepsy Foundation of Connecticut is dedicated to improving the lives of people with epilepsy and their families. There are now 4 locations for the Annual Sharon’s Ride.Run.Walk For Epilepsy, West Haven, Farmington, Tolland, and Stamford. Saturday, May 19, 2018 – West Haven & Farmington Sunday, May 20, 2018 – Tolland & Stamford Walk/Run: $30 per person… Continue reading

Rock to Rock Earth Day ride, New Haven CT - 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

Summer Breeze, Madison CT - The Southern Connecticut Cycle Club and the Sarah Foundation offer the Summer Breeze Ride for Autism along Connecticut back roads with shoreline views, starting from the Polson Middle School in Madison, CT. 2016 routes 15 Miles: Map My Ride 15 or Strava 15. Download 15 Mile Cue Sheet 22 Miles: Map My Ride 22 or Strava 22. Download 22 Mile Cue Sheet 50 Miles: Map… Continue reading

Bike For HOPE, New Haven CT - 4th Annual CT Bike For HOPE Date: 5/28/2017 Location: Light House Point Park, New Haven CT Site: http://www.ctbikeforhope.org Beneficiary: MovingWithHOPE, Inc. 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

Seven Lakes Ride, Stafford Springs CT - The annual Seven Lakes Ride is a fund-raising event to benefit the patients of Eastern Connecticut Cancer Institute (ECCI) in Manchester, CT. The ride occurs in June of each year. 62 Mile Route 45 Mile Route 25 Mile Route 20 Mile Route

Western New England Greenway - The Western New England Greenway is part of U.S. BICYCLE ROUTE 7 that connects New York to Montreal. The corridor largely follows near U.S. ROUTE 7 through the very western portions of CT, MA AND VT. It links with the EAST COAST GREENWAY at the Merritt Parkway near Norwalk, CT. at the Southern terminus, and with QUEBEC’S ROUTE VERTE at… Continue reading

Hazon ride, Falls Village, CT - The Hazon Ride & Retreat is a fully-supported ride, fundraiser, and community experience for people of all cycling levels and ages. Spanning Labor Day Weekend and based at the Isabella Freedman Jewish Retreat Center. HAZON RIDE – DAY 1 2014 Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Bike MS Norwalk CT - Bike MS cyclists, volunteers and donors have raised over $1 billion to find a cure for Multiple Sclerosis. Start: Cranbury Park, Grunman Ave., Norwalk CT 62 miles Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course 100 miles Route at RideWithGPS View and print cue sheet View and… Continue reading

Shepaug Dam to Lake Waramaug - This 100 K ride takes you through the Connecticut hills in New Haven and Litchfield counties to Lake Waramaug. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Northeast Mountain Bike Association NEMBA

NEMBA mountain bike rides - The New England Mountain Bike Association (NEMBA) a recreational trails advocacy organization with 27 chapters throughout New England and about 5,000 members NEMBA Rides by State Connecticut Maine Massachusetts New Hampshire Rhode Island Vermont NEMBA alphabetical list of rides Abrams Rock Adams Farm Ames Nowell State Park Bare Cove / Great Esker Beaver Brook North Beebe Woods / Peterson Farm… Continue reading

Connecticut bicycle paths - Connecticut bicycle trails on the Bike New England site… Continue reading

Narragansett Bay Wheelmen NBW bicycle rides

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

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

Old Deerfield Ride - Description from CTBikeRoutes: This is a flat to rolling ride with great views of the Connecticut River. Stop in Sunderland to see the largest sycamore tree in Massachusetts. Enjoy lunch in historic Old Deerfield Village with its stately homes, tree lined Old Main Street, and Deerfield Academy. Mile 13.1 is the site of a former… Continue reading

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… Continue reading

2024 Steeple Chase, Mansfield CT - The annual Steeple Chase Bike Tour offers 20, 35, 50, 62.5, and 100-mile routes winding through 14 towns in scenic northeastern Connecticut, plus a 5-mile walking route. Pre-register by visiting http://www.steeplechasebiketour.org. Location of Event: Eastern Connecticut State University Athletic Complex, 69 Mansfield City Rd. in Mansfield, CT. The annual Steeple Chase Bike Tour is a fundraiser for three… Continue reading

Litchfield Hills Century rides - Bicycle Magazine names the Tour of the Litchfield Hills as the best ride in Connecticut. Our friend Pete Salomone created his own scenic century option. Start Loction: Coe Memorial park, Torrington CT View this ride at http://ridewithgps.com/routes/357636 Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course Start Loction: Hollow Park in Woodbury, CT… Continue reading

Granby CT foliage ride - Thanks for this ride from CT Bike Routes. Start: East Granby Shopping Plaza GPX file Route map Cue sheet from CTBikeRoutes View this ride at http://ridewithgps.com/routes/858856 Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course View more Connecticut interactive bike maps View a Google map of bike rides throughout Connecticut

Bloomfield CT Coaster - From CTBikeRoutes: http://ridewithgps.com/routes/865195 Route at RideWithGPS Viewand print cue sheet View andprint map GPX file TCX Course

Westbrook – Essex Connecticut River Ride - Description from CTBikeRoutes: Although about twelve miles of the ride is over state routes (Rtes. 145, 80 & 154), the road surfaces are smooth and there are wide shoulders for comfortable riding. The balance of the ride is on back roads into and thru the villages of Deep River, Essex, Centerbrook & Ivoryton w/ several… Continue reading

Middleton – Hamden Loop - Description from CTBikeRoutes: This calorie burning ride has over 3000 ft of vertical as it wends its way to Sleeping Giant State Park in Hamden with an early stop-off at Lyman Orchards farm store in Middlefield. The ride continues through Hubbard Park in Meriden (there’s an optional climb up to Castle Craig for any of… Continue reading