Walkway Over the Hudson

Walkway Over the Hudson bicycle ride

The Walkway Over the Hudson State Historic Park opened in 2009, providing a bridge for pedestrians, hikers, joggers, bicyclists, and people with disabilities. The former Poughkeepsie-Highland Railroad Bridge stands 212 feet above the river's surface and is 6,768 feet (1.28 miles) long, making it the longest elevated pedestrian bridge in the world. This new park… Continue reading Walkway Over the Hudson

Bruce Freeman Trail

Bruce Freeman trail

The Bruce Freeman Trail goes through the communities of Lowell, Chelmsford, Westford, Carlisle, Acton, Concord, Sudbury, and Framingham in Massachusetts -- following the 25-mile route of the old New Haven Railroad Framingham & Lowell line.. Download a PDF version of the map Download a Trail Brochure PDF

Cape Cod Getaway, June 27 – 28, 2026

Bourne to Provincetown Cape Cod bicycle ride

The Cape Cod Getaway is the largest MS ride in New England. On Day 1, riders pedal from Quincy, Massachusetts to Bourne at the beginning of Cape Cod. Day 2 is from Bourne to Provincetown at the tip of Cape Cod. Saturday, Day 1 Route Maps Saturday Start Line Location: State Street Bank & Trust… Continue reading Cape Cod Getaway, June 27 – 28, 2026

Montreal to Ottawa Tour

Beauharnois bicycle path

Lachine Canal loop This easy cycling trip is designed for 30-50 km rides, enjoying Quebec's dedicated bike paths in the area from Montreal to Ottawa. Day 1, Montreal: Two large inns in Montreal participate in the "Bienvenue cyclists" network: Hotel Pomerol 819 boul. de Maisonneuve Est, (800)361-6896 ; and Hotel St-Dennis 1254, RUE ST-DENIS, (800)… Continue reading Montreal to Ottawa Tour

Climb to the Clouds, Mount Wachusett, Princeton, MA

Wachusett bicycle climb

This is a classic Charles River Wheelmen tour, beginning at Nashoba Regional High School in Bolton, MA. (map to start). This 60-mile ride from Bolton includes a one-mile climb at a steady 9% grade to the Visitors Center at the State Park. Bolton start: 60 miles Route at RideWithGPSView and print cue sheet View and… Continue reading Climb to the Clouds, Mount Wachusett, Princeton, MA

Lexington MA Century

Mass Bike Summer Century bicycle ride

This ride is from the annual Mass Bike Summer Century in 2011, starting from Lexington High School, 251 Waltham Street, Lexington, MA map.  Route at RideWithGPSView and print cue sheet View and print map & cue sheetLog in to RideWithGPS & click on More to export GPS files

Lake Champlain-Adirondacks Tour

Lake Champlain Adirondacks bicycle tour

The former CHAD tour combines some of the finest rides in the Lake Champlain basin with challenging climbs in the Adirondacks. The tour begins in Burlington and heads to Plattsburgh via the Lake Champlain Islands, then into the Adirondacks, and back east to Ticonderoga, crossing back into Vermont. The return to Burlington goes north through Vergennes. The total distance is 346 miles.… Continue reading Lake Champlain-Adirondacks Tour

Darn Tough Ride, Stowe, VT

The Darn Tough Ride from Stowe, VT, includes Mt. Mansfield and Smugglers' Notch with their demanding terrain. Century Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files 60 miles Route at RideWithGPS View and print cue sheet View and print mapLog in to… Continue reading Darn Tough Ride, Stowe, VT

Bar Harbor to Boston

This 5-day, 390-mile route takes advantage of the best cycling in Maine, New Hampshire, and Massachusetts along the North Atlantic's scenic coastline. Bar Harbor Loop Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files Day 1: Bar Harbor to Hope Route… Continue reading Bar Harbor to Boston

The Lake Champlain Bikeway

Two bridges and four ferry crossings are reasonably spaced along the length of the Lake, creating a number of options for day trips. Bicyclists are discovering some of the finest cycling in North America along a 1,300+ mile network of bicycle routes, known as Lake Champlain Bikeways, in the Lake Champlain Valley of Vermont, New… Continue reading The Lake Champlain Bikeway

Keene, NH Bicycle Rides

Monadnock Cycling Club

Rides starting in Keene, NH.  Route 12A out-and-back. A relatively flat ride to Alstead and back to Keene. .Sawyer’s Crossing loop: A 20-mile flat loop through Swanzey.Bingham Hill loop: Climb up Bingham Hill.West Swanzey (including Ash Hill) is a 25-mile flat loop in West Swanzey with a short climb of Ash HillWest Swanzey ramble: A flat 25-mile… Continue reading Keene, NH Bicycle Rides

Windsor-West Hartford, CT Loop

Windsor CT bicycle ride

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

Minuteman Ride, Concord, MA

MS Minuteman ride

The former MS Minuteman Ride visits the beautiful roads of historic Concord and the surrounding towns west of Boston. The ride has been discontinued 60 miles Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files 25 miles Route at RideWithGPS View and print cue sheet… Continue reading Minuteman Ride, Concord, MA

Great Barrington, MA -Philmont, NY Loop

Great Barrington - Philmont ride

60-mile ride Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files

AMC Boston Bike Committee Rides

AMC FG 2015-Lake Luzerne 45 Mile Ride Washington County, NY 45.1 AMC Rally 15 Mile Concord, MA 15.8  AMC Rally 16 mile ride Concord, MA 15.9  AMC Rally 29 Mile Concord, MA 29.0  AMC Boston 67 Mile Rally Ride 2013 Harvard, MA 67.4 AMC Exploring Woodstock CT Woodstock, CT 33.4  AMC FG 2015-Fort Ann Cross… Continue reading AMC Boston Bike Committee Rides

Western MA Tour

This 233-mile tour rolls through western Massachusetts and southern Vermont. Route at RideWithGPS View and print cue sheet View and print the mapLog in to RideWithGPS & click on More to export GPS files

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

First Responder Ride, Boston to NYC, September 6-10, 2026

Boston to New York First Responders Ride

The First Responder Ride for Resilience is a five-day Boston to New York City bicycle ride on the 25th anniversary of 9/11, honoring the 343 first responders who gave their lives. This cycling experience benefits Livestrong, Friends of Firefighters, and the Boston Fire Cancer Foundation, raising funds for the thousands more who continue to face higher rates of cancer and mental… Continue reading First Responder Ride, Boston to NYC, September 6-10, 2026

Salem, MA – Marblehead loop

Start location: Salem Commuter Rail Station. Description: 23-mile loop. Visit historic Salem and Marblehead on the Massachusetts North Shore, with great views of the Atlantic. Heavy traffic. Includes the unpaved Marblehead Bike Trail. Route at RideWithGPSView and print cue sheet