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 near an 800-acre marsh along the Charle... trailpeak.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 run the gamut from plain-Jane fire roads... trails.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 in an urban environment. Rising above th... bostoncentral.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 some bird watching or just to get away ... 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 the banks of the Charles River, and make... trailpeak.com
Blue Hills, Milton, Massachusetts
The Blue Hills Reservation is one of the premiere mountain biking areas in Eastern Massachusetts because of its extensive trail system and varied terrain. Bordered by six cities and towns, the reservation encompasses about 7,... trails.com
Minuteman Bikeway
The Minuteman Bikeway is a paved pathway exclusively for bikers, joggers, and in-line skaters, that partially overlaps the route that Paul Revere rode during his famous jaunt. It's ends are in Cambridge and Bedford, althou... trailpeak.com
Middlesex Fells
Nice park, close to the city. Some nice hiking with views of Boston. Mountain biking is limited to one marked loop. Bikers are urged not to deviate from this path due to the tenuous relationship between MTBers and some of ... trailpeak.com
Castle Island
Castle Island is a unique 22 acre park that goes along Dorchester Bay. Not exactly rugged singletrack or challenging hiking, but the long walking/biking trail snakes around Castle Island is a beautiful, serene trip that is... trailpeak.com
Circle Boston, Boston, Massachusetts
As you start this ride form the Boston Public Library, stop to appreciate its importance. Established in 1854, it has the distinction of being the first free public library in the United States. Boston, on the other hand, ope... trails.com
Multi Use Trails
These trails are designed with different activities in mind. They are marked my white or yellow triangles pointing the way. The trail is designed to creat two loops so you can do laps on your bike or just go out for a shor... trailpeak.com
Charles River Loop
There is a 15 paved loop that runs next to the Charles river from downtown out to Watertown. For mos of the way there is a dirt path running along side it. Great early season training rides or for a quick spin when you ... singletracks.com
Hammond Pond
So much to do in this space just outside of Boston!!! Some great bouldering, nice easy mntn biking, trails to run or walk, and a nice spot to throw your boat into!! Directions: From 9 east or west to the Hammond Pond Parkw... trailpeak.com
Henson Creek Trail
This trail is just over 6 miles and seems to be maintained fairly well. It goes through woods and crosses some streets that can have somewhat heavy traffic at times. Some parts of it are a bit hilly and there are a few bli... dirtworld.com
Fresh Pond Loop
This is a paved walkway with more people and dogs than you can count. I'm posting this as a note to other riders that this barely qualifies as "biking." :) Very pretty, though, and wonderful for people either learning h... singletracks.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, flavors and discoveries under the power... abc-of-mountainbiking.com
Azores Walking Vacation
We plan all walks and treks, but with flexibility in mind. Some excursions must be booked, with these, there can be little flexibility. At times, we 'play it by ear'. Say that a scheduled trek was planned on one side o... abc-of-hiking.com
Great Esker Park Trail, Weymouth, Massachusetts
The esker runs parallel to a salt marsh, making it interesting for exploring, and offers an excellent opportunity to see a wide variety of birds. With a little imagination a walk on top of the glacial esker at Great Esker Par... trails.com