Trek Across Maine,New Gloucester, June 19-21, 2026

Trek Across Maine

Visit: trekacrossmaine.org THE 42nd ANNUAL TREK ACROSS MAINE:Join the American Lung Association for the 42nd annual Trek Across Maine on Father’s Day Weekend – June 19-21, 2026! Choose our traditional 3-day, 180-mile option, or do it your own way, virtually. The ride starts and ends at the scenic Pineland Farms in New Gloucester, Maine, with acres of… Continue reading Trek Across Maine,New Gloucester, June 19-21, 2026

Tour de Mansfield CT: June 7, 2025

Tour de Mansfield

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

Pan-Mass Challenge, August 1 & 2, 2026

Pan Mass Challenge to Provincetown bicycle ride

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

Second Summer Cycle, Yarmouth, MA, September 13, 2026

Second Summer Cycle

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

Kelly Brush Ride, Middlebury, Vermont, September 6, 2025

Vermont's own Kelly Brush Foundation Farm Ride offers this gorgeous bike ride through the Champlain Valley and ending with delicious local food, cold brews, prizes, and live music. Join us in person at Middlebury College and ride one of our fully supported road routes (10, 20, 50, or 100 miles), or our 32-mile gravel ride.… Continue reading Kelly Brush Ride, Middlebury, Vermont, September 6, 2025

Amherst Pioneer Valley Farm Ride, August 8-10, 2025

Farm Ride Amherst MA

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

Coast to the Cure, Gloucester, MA, Sept. 6, 2025

Coast to the Cure bicycle ride

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

Doc King Adaptive Tour, Stratham, NH, October 19, 2025

King Challenge

The King Challenge is a fundraising event for Krempels Center, a Portsmouth NH based nonprofit organization dedicated to improving the lives of people living with brain injury.

NSC Blazing Saddles Century, Byfield MA, August 16, 2025

North Shore Cyclists' Blazing Saddles Century travels through the rural towns of the North Shore and southern New Hampshire.

Going the Distance Century, Brattleboro VT, October 4, 2025

Brattleboro Century bicycle ride

Going the Distance Bike Ride Fundraiser for the Brattleboro Boys and Girls Club, Vermont. This annual bike ride raises much-needed funds to support the Boys & Girls Club of Brattleboro. The road rides are 40, 60, or 75 miles in distance, supported by 2 rest areas (Turners Falls and Greenfield) as well as a support vehicle.… Continue reading Going the Distance Century, Brattleboro VT, October 4, 2025

Sodus Point Ride, Webster, NY

This ride starts at the Webster town park and follows backroads to Sodus Point, where you can visit the historic Sodus Point Lighthouse and the small lighthouse museum. The return is along Lake Road back to Webster. Route at RideWithGPSView and print cue sheet View and print map and cue sheetLog in to RideWithGPS &… Continue reading Sodus Point Ride, Webster, NY

Rhode Island Cycle for Life, September 19, 2026

Cycle for Life Cystic Fibrosis Foundation

The Rhode Island CF Cycle for Life is the Cystic Fibrosis Foundation's premier cycling event. Each year, thousands of cyclists across the nation take part in an exciting effort to raise funds and awareness for cystic fibrosis. Get your wheels in motion and join us for our 13th annual bicycle event on September 21 at Westport… Continue reading Rhode Island Cycle for Life, September 19, 2026

The MOOSA tour, Maine, New Hampshire and Quebec

Moosa bicycle ride

The MOOSA tour, "Maine's Original Outstanding Superadventure," was a Maine-NH-Quebec cycling tour offered in 2009 and 2011. Click on the maps to view each day and download files at RideWithGPS. Day 1 Bethel, ME to Errol, NH, 37 miles Day 2 Errol, NH to Coaticook QC, 53 miles Day 3 Coaticook QC to Notre Dame… Continue reading The MOOSA tour, Maine, New Hampshire and Quebec

Opacum Tour, Brimfield MA,  September 21, 2025

Tour Opacum

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

Ride for Food, Dedham MA, September 27, 2026

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.

Bike the Beach, Fairfield CT

Bike the Beach 62 miles from 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

Impact Ride, Attleboro, MA

25 miles Route at RideWithGPS View and print cue sheet View and print map Log in to RideWithGPS & click on More to export GPS files 65 miles Route at RideWithGPS View and print cue sheet View and print map Log in to RideWithGPS & click on More to export GPS files 100 miles Route… Continue reading Impact Ride, Attleboro, MA

East Lyme, CT Rides

East Lyme bike and bbq

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

Narraganset Metric Ride

Ocean State tour de Cure bicycle ride

The 62-mile ride begins in Richmond, Rhode Island, and includes several miles along the coast as well as some rolling hills in the wooded area northwest of Narragansett. Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files