Cutler Park
The parking area for Cutler Park is located in Needham MA. But the park itself extends into Dedham, Newton, Brookline and Boston. The park consists of a few hills and a lot of trails... trailpeak.com
Middlesex Fells
For many years Middlesex Fells has been a very popular spot for Boston area mountain bikers and hikers. "The Fells" is just 7 miles north of downtown Boston and offers exceptional tr... trailpeak.com
Horn Pond
This 102 acre raised natural great pond is located a half-mile south of Woburn Center. Maximum depth is 40 feet; average depth 10 feet. Transparency (in summer at least) is only fair... anglerweb.com
Blue Hills State Reservation
Located only minutes from the bustle of downtown Boston, the Blue Hills Reservation stretches over 7,000 acres from Quincy to Dedham, Milton to Randolph, providing a green oasis ... bostoncentral.com
Needham Town Forest, Needham, Massachusetts
shorter and less technical than most of the rides in this area, the Needham Town Forest loop is perfect for riders just breaking into the sport. The trails within the 200-odd-acre park ... trails.com
Callahan State Park
I parked at the North Entrance and started by taking the Backpacker Trail. I then took Pine Tree Trail and Bear Claw trail. I had a hard time finding my way back to the North Entranc... trailpeak.com
Noanet Woodlands
The appeal of the Noanet Woodlands is the view from the top of Noanet Peak. You'll be hard pressed to find a vista that conceals nearby suburbia so well this close to Boston. This un... trailpeak.com
Bike Riders
Now, it's our pleasure to introduce a new way to travel, Bike Riders style. Now in addition to biking, you can also walk with us and enjoy the exhilaration of new vistas,... abc-of-mountainbiking.com
Minuteman Bikeway
You won't get lonely on the Minuteman Bikeway. The 11-mile rail-trail through suburban Boston is one of New England's most popular trails. Warm summer weekends in particular bring fo... traillink.com
Southwest Corridor Park
Southwest Corridor Park is a 3.9-mile linear park through the Boston neighborhoods of South End, Roxbury, and Jamaica Plain. A recreation and commuter route popular with walkers, run... traillink.com
Bike Across Italy
This coast-to-coast tour passes through four of Italys most beautiful regions: Le Marche, Umbria, Lazio and Tuscany, each known for its charming hilltowns, lush landscapes and uni... GordonsGuide.com
Alewife Linear Park/somerville Community Path
Alewife Linear Park is a beautiful paved trail stretching 2 miles east from the Alewife T-station in Cambridge to Cedar Street in Somerville. The park came about after the Massachuse... traillink.com
Millenium Park
This is one of the best places to walk your dog in Boston. The folks here are real laid back and there are dogs running free everywhere. You can also take the path into the woods for... trailpeak.com
Strawberry Hill Trail
Strawberry Hill Trail is the longest, most well maintained section of trail for all the above activities. This trail is part of Hale Reservation in Westwood and Dover, Mass. Hale is ... trailpeak.com
Charles River Bikeway
The Charles River Bike Path (AKA The Dr. Paul Dudley White Bicycle Path) is designed for human-powered use, such as cycling, running, rollerblading, strolling, etc. The path follows ... trailpeak.com
Cape In A Day (Or Two) Classic, Boston, Massachusetts
Many cyclists in New England dream about riding from Boston to Cape Cod. For all but the most experienced riders this a challenge best tackled in a group. To make it easier Massachusett... trails.com
Cape In A Day Classic Ride, Dorchester Heights, Massachusetts
An ambitious double-metric century ride from downtown Boston to the very tip of Cape Cod, the Cape in a Day Classic is not for the fainthearted. The only "one-way" ride in this book, yo... trails.com