101 results
    1

    Cutler Park

    Newton, MA    

    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

    2

    Needham Town Forest, Needham, Massachusetts

    Needham, MA    

    3 out of 5 based on 2 ratings

    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

    3

    Middlesex Fells

    4 Woodland Rd, Stoneham, MA    

    3 out of 5 based on 14 ratings

    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 trails. Mountain biking is allowed at the ... trailpeak.com

    4

    Callahan State Park

    Pearl St & Charles St, Malden, MA    

    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 Entrance because at times three trails would me... trailpeak.com

    5

    Horn Pond

    Lake Ave, Woburn, MA    

    3 out of 5 based on 3 ratings

    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 at six feet. Aquatic vegetation is scan... anglerweb.com

    6

    Reformatory Branch Trail

    Concord, MA    

    0 out of 5 based on 0 ratings

    The rugged and beautiful Reformatory Branch Trail meanders more than 4 miles through three natural areas: Elm Brook Conservation Area, Mary Putnam Webber Wildlife Preserve, and Great Meadows National Wildlife Refuge. It is... traillink.com

    7

    Estabrook Woods

    Concord, MA    

    Estabrook Woods is an amazing place nestled inside Concord, MA. If the variety of trails weren't enough, the history is very special. Here you can walk on the same road that the Minutemen traveled from Carlisle to the Nort... trailpeak.com

    8

    Bedford Narrow Gauge Rail Trail

    Bedford, MA    

    0 out of 5 based on 0 ratings

    The Bedford Narrow-Gauge Rail Trail shares its trailhead at Depot Park in Bedford with the Minuteman Bikeway (see page 119) and Reformatory Branch Trail (see page 135). Serving mainly as a commuter route, this trail extend... traillink.com

    9

    Millenium Park

    Vfw Pkwy, West Roxbury, MA    

    0 out of 5 based on 0 ratings

    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

    10

    Charles River Bikeway

    Boston, MA    

    0 out of 5 based on 0 ratings

    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

    11

    Minuteman Bikeway

    Inman St, Cambridge, MA    

    2 out of 5 based on 2 ratings

    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

    12

    Middlesex Fells

    Boston, MA    

    0 out of 5 based on 0 ratings

    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

    13

    Castle Island

    William J Day Blvd, Boston, MA    

    1 out of 5 based on 3 ratings

    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

    14

    Breakheart Reservation

    Forest St, Saugus, MA    

    3 out of 5 based on 5 ratings

    Breakheart Reservation is a 640-acre hardwood forest with jagged, rocky outcroppings, two fresh-water lakes, and a rambling section of the Saugus River. Seven rocky hills, over 200 feet high, provide vistas of Boston, ... bostoncentral.com

    15

    Circle Boston, Boston, Massachusetts

    Brookline, MA    

    0 out of 5 based on 0 ratings

    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

    16

    Lincoln Woods

    Lincoln, MA    

    Lincoln Woods has kayaking and bouldering, and probably cross country skiing in the winter. Rental kayaks and classes are available. As is swimming and facilities. Directions: Rt 146 to Twin River Road Exit. About 30-35 mi... trailpeak.com

    17

    Charles River Loop

    Boston, MA    

    2 out of 5 based on 1 ratings

    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

    18

    Hammond Pond

    Hammond Pond Pkwy, Chestnut Hill, MA    

    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