129 results
    1

    Boston Harbor

    408 Atlantic Ave, Suite 228, Boston, MA    

    0 out of 5 based on 0 ratings

    South Boston has the longest continuously accessible ocean waterfront of any Boston neighborhood; it also has one of the city?s highest hills, complete with panoramic views of Boston Harbor and Dorchester Bay. In compariso... anglerweb.com

    2

    Breakheart Reservation

    Forest St, Saugus, MA     781-233-0834

    3.5 out of 5 based on 25 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

    3

    Middlesex Fells: Skyline Trail | Stoneham/medford/winchester ...

    4 Woodland Rd, Stoneham, MA    

    2.5 out of 5 based on 14 ratings

    This hike, which loops the western side of the Fells, has some steep ascents to afford great views of Boston. This trail is located in the western section of the Fells. Marked with white blazes, it circles the Winchester Rese... trails.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

    Ponkapoag Pond Trail

    Milton, MA    

    1 out of 5 based on 6 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

    6

    Hammond Pond

    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

    7

    Callahan State Park

    Charles St & Pearl 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

    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

    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

    10

    Poetry And All That Jazz: Cambridge Coolest | Cambridge ...

    Cambridge, MA    

    0 out of 5 based on 0 ratings

    "How do I love thee?? asked Elizabeth Barrett Browning while thinking of her husband, Robert. You can ask it, too. Poetry is a living art in Cambridge, linked closely to the jazz of the streets. What they share is a meter bas... trails.com

    11

    Boston, Massachusetts | Boston Massachusetts | Trails.com

    Dock Square, MA    

    0 out of 5 based on 0 ratings

    Ever since a group of Revolutionaries dumped tea in the Boston harbor, the city has held a special fascination. Despite the busy, big-city ambience, Boston is eminently family friendly, offering an uncommon mix of history, mu... trails.com

    12

    Lynn Woods | Lynn Massachusetts Hikes | Trails.com

    Pennybrook Rd, Lynn, MA    

    0 out of 5 based on 0 ratings

    At nearly 2200 acres, Lynn Woods Reservation is one of the largest municipal parks in the United States. The forest contains a variety of ponds, wetlands, swamps, streams, large glacial outcroppings, and rocky ledges. Wildlif... trails.com

    13

    Long Point

    Cape Cod, Null, MA    

    0 out of 5 based on 0 ratings

    Provincetown Harbor, with its cold waters rich in marine life, has a long history of attracting fishermen despite the dangers that also lurked there. Starting around 3,000 2,000 B.C., Native Americans arrived (prin... lighthousefriends.com

    14

    Breakheart Reservation | Saugus Massachusetts Hikes | Trails.com

    Oakland Vale, MA    

    0 out of 5 based on 0 ratings

    With hardwood forests, two lakes, seven rocky outcroppings, and a rambling section along the Saugus River, the 640-acre Breakheart Reservation is loved by many a dog from the Boston area. The natural resources that are part o... trails.com

    15

    Wilson Mountain Reservation Trail | Dedham Massachusetts...

    Dedham Island, MA    

    4 out of 5 based on 5 ratings

    Enjoy a stroll to a hilltop overlook and explore trails adjacent to wetlands. Thanks are due to all the people who saved Wilson Mountain from development in 1994 and kept it natural. Just 10 miles from Boston, these 200 woode... trails.com

    16

    Skyline Trail

    Milton, MA    

    0 out of 5 based on 0 ratings

    This is a great trail to just get out and go for a hike. It is long challenging and close all at once. You get some great views on the tops of a couple of the peaks. There are a few areas that are not easy. There are some ... trailpeak.com

    17

    Parker River National Wildlife Refuge

    MA     978-465-5753

    0 out of 5 based on 0 ratings

    Parker River National Wildlife Refuge was established in 1942 primarily to provide feeding, resting, and nesting habitat for migratory birds. Located along the Atlantic Flyway, the refuge is of vital stopover significance... recreation.gov

    18

    Two Towers Hike

    Medford, MA    

    0 out of 5 based on 0 ratings

    Fells is the Saxon word for " rocky, hilly area", the route travels to the higerst points in this section of the reservation, Its rocky and hilly both. On the open areas notice the multitude of scrape marks on the igneous... localhikes.com