Westchester County, NY Golden Apple Century

Winchester Apple Century ride

A century ride designed to please.  This route features some challenging climbs and fast descents, along with some lovely long stretches of rolling roads.  There is approximately 7000 ft. of climbing. Start location: 49 Goldens Bridge Rd. Somers, NY Map View the 2010 Century route below. Route at RideWithGPS View and print cue sheet View and print… Continue reading Westchester County, NY Golden Apple Century

Washington Secondary Bike Path, Providence, RI

Washington Secondary Trail

The Washington Secondary Bike Path in Rhode Island combines the 5-mile Cranston Bike Path and the 5-mile Warwick Greenways, running along a former rail right of way through heavily populated areas. The shaded trail has good views of the Pawtuxet River Start: Tongue Pond, Cranston, RI End: Moosup, CT, as the Coventry Greenway.  The trail… Continue reading Washington Secondary Bike Path, Providence, RI

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

Guilford CT coastal bicycle ride

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

Madison bicycle 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

Chimney Point – Ticonderoga Ride

Chimney Point VT bicycle ride

This ride explores both sides of  Lake Champlain, first heading south from Chimney Point State Park in Vermont, then crossing the ferry to Ticonderoga, NY.  There's an 8-mile climb to the edge of the Adirondacks, then a consistent downhill ride for the remaining 18 miles back, crossing the bridge over Lake Champlain from Port Henry… Continue reading Chimney Point – Ticonderoga Ride

Great Lakes Seaway Trail

Great Lakes Seaway Trail

The Great Lakes Seaway Trail is one of America’s Byways and is recognized for its unique landscape, scenic freshwater coastline, and historical significance. Its New York portion stretches 518 miles along a freshwater shoreline, including the St. Lawrence River, Lake Ontario, the Niagara Riverand Lake Erie. This Bike the Byways description features the eastern segment… Continue reading Great Lakes Seaway Trail

Bedford, MA Ride around Carlisle

Bedford MA bicycle ride

This Charles River Wheelmen 28-mile ride winds through mild rolling back roads in Concord, Carlisle, Acton, and Chelmsford for those out to enjoy the scenery. Start:  Parking lot of the Bedford Town Hall/High School/Library complex in Bedford Center, 7 Mudge Way, Bedford, MA View this ride at http://ridewithgps.com/routes/269948  Route at RideWithGPS View Cue Sheet from Browser Print Map from BrowserLog… Continue reading Bedford, MA Ride around Carlisle

North Catskill Century Ride

North Catskill Century bicycle ride

This 105-mile bicycle ride starts in Margaretville, NY, and was designed in 2009 by the Central Catskill Chamber of Commerce as the 1st Annual Catskills Scenic Ride-n-Peak event, with several shorter distance options available. The start location is the Village of Margaretville Pavilion, 982 Main Street, Margaretville, NY 12455. There is over a mile in… Continue reading North Catskill Century Ride

Bares and the B’s from South Acton, MA

South Acton Clinton Bolton bicycle ride

This is a Nashoba Valley Pedalers ride. Start: South Acton "T" station. (map to start) Description:  Wander through Harvard, Bolton, and Berlin with the longer route heading off up Sawyer Hill to catch a few hills near Boylston. They rejoin in Berlin and take the indirect route back to Acton via Harvard. While the shorter route… Continue reading Bares and the B’s from South Acton, MA

Becket, MA Hill climb

Becket MA to Lenox bicycle ride

A climbing ride in the Berkshires. From Lenox, Massachusetts, head east for a few miles on the shoulder of Rt. 20, then take local roads to tiny Becket, Massachusetts. The route back through New Lenox passes BY several of the mansions built in the Lenox area during the “Gilded Age”. View this ride at http://ridewithgps.com/routes/867677 Route at… Continue reading Becket, MA Hill climb

Montpelier Onion River Century

Onion River Century bicycle ride

The Onion River Century Ride in the Northeast Kingdom of Vermont rides through maple forests and New England towns. View this ride at http://ridewithgps.com/routes/308270 Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files

Prescott Ontario Pedal4Paws

Prescott Saint Lawrence bicycle ride

This ride starts in Prescott, Ontario, just across the border from the U.S. The 82-kilometre route heads west along the St. Lawrence River before turning north to North Augusta and Spencerville, where the short version joins directly from Prescott. From Spencerville, both routes head back to Prescott. The terrain is very flat with only 250… Continue reading Prescott Ontario Pedal4Paws

Meriden-Durham CT Orchard Ride

Meriden CT bicycle 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

Adirondack Century Ride

Lake Placid Century ride

This ride goes through the Adirondack Park north of Saranac Lake with wide shoulders and quiet backroads on rolling but not mountainous terrain. Locations along the route include Paul Smiths, Mecham Lake, Lake Clear, Gabriels, and St. Regis Falls. http://ridewithgps.com/routes/908259  Route at RideWithGPS View Cue Sheet from Browser Print Map from BrowserLog in to RideWithGPS &… Continue reading Adirondack Century Ride

Lake Placid, NY Ironman Ride

Lake Placid Ironman ride

The Lake Placid Ironman Ride is a 112-mile training ride that goes twice around the course. View this ride at http://ridewithgps.com/routes/908196  Route at RideWithGPS View Cue Sheet from Browser Print Map from BrowserLog in to RideWithGPS & click on More to export GPS files

Newton-Wrenham MA Loop

Larry Galante created a Memorial Bike Ride for Christina Genco, a BU alum and Newton native, who died in a cycling accident while she was leading a cross-country bicycle trip with Bike &Build. Christina and Larry biked together from Boston to Santa Barbara, CA in 2009. The ride commemorated Christina's life and raised money for the Christina… Continue reading Newton-Wrenham MA Loop

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

Bike for the Lake, North Hero VT, June 13, 2026

Bike for the Lake, North Hero VT

Funds raised will support our work on projects to ensure that we can continue to celebrate the beauty of Lake Champlain! Routes of 30, 60, 80, and 100 miles through the Champlain Islands and along the New York shore.

Best Buddies Challenge, Cape Cod, MAY 30, 2026

Join The Best Buddies Challenge. The 100, 55, and 20-mile rides start from different locations, and all end up at Hyannisport on Cape Cod. Each route takes riders along scenic, country roads to Hyannis Port. All rides are fully supported, with rest stops along the way and support vehicles on the road. Rental bikes are also available.… Continue reading Best Buddies Challenge, Cape Cod, MAY 30, 2026