150 results
    1

    Blue Hills State Reservation

    1904 Canton Ave, Milton, MA    

    4 out of 5 based on 16 ratings

    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

    2

    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

    3

    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

    4

    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

    5

    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

    6

    Ponkapoag Pond Trail

    Milton, MA    

    2 out of 5 based on 2 ratings

    This is not your average trail. I would recommend wearing cloths you wouldn't mind getting wet. The reason for this is you will be walking on planks through the bog on the northern part of the pond. Don't worry you will no... trailpeak.com

    7

    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

    8

    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

    9

    Boston (With Or Without A Car): Exploring The Hub, Boston,...

    Dock Square, MA    

    0 out of 5 based on 0 ratings

    A college crew team muscling up the Charles. A mime surrounded by a crowd of eager viewers at Faneuil Hall marketplace. A fragrant basement bakery on Beacon Hill. Like any major city, Boston has its share of famous historical... trails.com

    10

    A Foliage Hike In The Blue Hills, Milton, Massachusetts

    Milton, MA    

    0 out of 5 based on 0 ratings

    New England's dramatic fall foliage isn?t just an upcountry phenomenon. You can drink in the full palette of fall colors with picturesque views and grand panoramas at the largest of the Metropolitan District Commission parks,... trails.com

    11

    Echoes Of Camelot: Irish Roots Of American Loyalty,...

    Old Cambridge, MA    

    0 out of 5 based on 0 ratings

    A whole generation of couples once modeled themselves after John Fitzgerald Kennedy and Jacqueline Bouvier Kennedy. When they entered the White House in 1961, America was launched on a thousand days of Camelot?a new golden ag... trails.com

    12

    Blue Hills - Skyline Trail

    North Randolph, MA    

    0 out of 5 based on 0 ratings

    Park, and walk on the north direction (.25mi) that closely follows the trail until you hit the Skyline Trail (blue marked). Take the Skyline trail West. At 1.5 miles on the Skyline Trail you will cross a road and be able ... localhikes.com

    13

    Squantum Point

    Quincy, MA    

    0 out of 5 based on 0 ratings

    Squantum Point is a small park that sits on the southern portion of Dorchester Bay. It features several trails that run along cliffs above the ocean and through trees further inland. The views of Boston Harbor are fantasti... trailpeak.com

    14

    Brewpubs And Flashing Blades, Cambridge, Massachusetts

    Cambridge, MA    

    0 out of 5 based on 0 ratings

    The two of you can create your own Oktoberfest by combining the best of the brewer?s (and quaffer?s) art with the whoosh of skates on ice and the whir of in-line wheels on pavement. Great beers, great food, great hockey, and ... trails.com

    15

    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

    16

    Great Blue Hill Trail, Milton, Massachusetts

    Camp Sayre, MA    

    4 out of 5 based on 1 ratings

    Climbing to the summit of Great Blue Hill has been popular since colonial days, although there are quite a few more hikers today than there were 200 years ago. Bostonians flock to the 7000-acre Blue Hills Reservation with its... trails.com

    17

    Boston, The Freedom Trail, Off The Trail, Boston Harbor...

    Dock Square, MA    

    5 out of 5 based on 1 ratings

    Boston is as complex as any city in the world?and more than most for drivers who are used to the familiar rectangular grid layout of many American cities. We could try to categorize it for you by its history, literature, educ... trails.com

    18

    Fresh Pond Reservation, Cambridge, Massachusetts

    Mount Auburn, MA    

    0 out of 5 based on 0 ratings

    Fresh Pond Reservation consists of a large kettle-hole lake and about 162 acres of surrounding land. The retreating Laurentide Glacier sculpted the area about 15,000 years ago. Native Americans were attracted to these ponds, ... trails.com