The Best Trails in Massachusetts (United States)

6,010 trails

(36)
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  • Middlesex Fells

    Trail Running
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    near Haywardville, Massachusetts (United States)
    Author
    winniv
    Distance
    6.21mi
    Elevation +
    341f
    TrailRank
    31
    Photo ofMiddlesex Fells Photo ofMiddlesex Fells Photo ofMiddlesex Fells

    Nice area for running with minor hills and some 'rooty' single track pathways. Nice! The Orange blazes are consistently indicating the route, so really easy. The lake is dead quiet, hence stunningly beautiful. Come earl...

  • Barnstable - Old Jail Lane Conservation Area

    Running
    Save to a List
    near Pond Village, Massachusetts (United States)
    Author
    winniv
    Distance
    5.70mi
    Elevation +
    279f
    TrailRank
    31
    Photo ofBarnstable - Old Jail Lane Conservation Area Photo ofBarnstable - Old Jail Lane Conservation Area Photo ofBarnstable - Old Jail Lane Conservation Area

    Nice and accessible hiking/running trail through the back of Barnstable. The forest is without highlights but nevertheless very enjoyable and the paths are well maintained. There are signs along the paths and the occasio...

  • NET Bass Road to Gulf Road

    Walking
    Save to a List
    near Warwick, Massachusetts (United States)
    Author
    ljrlongfield@gmail.com
    Distance
    7.82mi
    Elevation +
    1004f
    TrailRank
    30
    Photo ofNET Bass Road to Gulf Road Photo ofNET Bass Road to Gulf Road Photo ofNET Bass Road to Gulf Road

    This trail is easy but that being said I did miss a left hand turn at .6 miles and had to double back an added an additional 1.8 miles to my walk. The trail is well marked but it went from a ski mobile trail, which is wi...

  • Essex River Race 5/10/14

    Kayak\/Canoe
    Save to a List
    near South Essex, Massachusetts (United States)
    Author
    jmmdds
    Distance
    4.98nm
    Elevation +
    46f
    TrailRank
    30
    Photo ofEssex River Race 5/10/14 Photo ofEssex River Race 5/10/14 Photo ofEssex River Race 5/10/14

    5.8 statute miles, Good weather in spite of the rain, by that I mean: flat water, little wind, not too much tidal current. Started about 1:15 after high tide, hence the first half of the race took 28+ minutes the second ...

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  • Blue Heron and Hearty run

    Trail Running
    Save to a List
    near Needham Heights, Massachusetts (United States)
    Author
    winniv
    Distance
    6.62mi
    Elevation +
    72f
    TrailRank
    30
    Photo ofBlue Heron and Hearty run Photo ofBlue Heron and Hearty run Photo ofBlue Heron and Hearty run

    Excellent trail starting from Cutler Park Parking at 60 Kendrick street. Some difficulty in that there is many tree roots, watch where you're going and stay up straight! Bring your ear set: nature sounds are drown out ...

  • Blue Hills Reservation MA

    Hiking
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    near Camp Sayre, Massachusetts (United States)
    Author
    fredshirley
    Distance
    3.82mi
    Elevation +
    2057f
    TrailRank
    29| Rating 3.0
    Photo ofBlue Hills Reservation MA

    We hiked a section of Blue Hills Reservation in eastern Massachusetts, going over five small mountains: Hancock Hill, Hemenway Hill, Wolcott Hill, Great Blue Hill and Houghton Hill. Click "View more" below for hike info...

    Skyline Trail up & back well marked
    DSonifer01

  • Alander/South Taconic/Ashley trail loop

    Hiking
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    near Alander, Massachusetts (United States)
    Author
    psychonaut7
    Distance
    10.81mi
    Elevation +
    1959f
    TrailRank
    29
    Photo ofAlander/South Taconic/Ashley trail loop Photo ofAlander/South Taconic/Ashley trail loop Photo ofAlander/South Taconic/Ashley trail loop

    Alander/South Taconic/Ashley trail loop - This loop starts at the Mt. Washington State Forest H.Q. The trails are for the most part pretty flat and quite forgiving to those who want to do some trail running.

  • NET Rt 78 to Bass Road

    Walking
    Save to a List
    near Camp Warwick, Massachusetts (United States)
    Author
    ljrlongfield@gmail.com
    Distance
    5.40mi
    Elevation +
    1470f
    TrailRank
    29
    Photo ofNET Rt 78 to Bass Road Photo ofNET Rt 78 to Bass Road Photo ofNET Rt 78 to Bass Road

    Steep climb 1.6 miles to plateau where you can take in view from fire tower. Steep climb down for about 1/2 mile followed by walking along a ridge. Then gentle climb down. Where you cross Orange Road then walk on a level...

  • Pumps pond to vale reservation

    Hiking
    Save to a List
    near Andover, Massachusetts (United States)
    Author
    Rachel Scaer
    Distance
    6.38mi
    Elevation +
    141f
    TrailRank
    28
    Photo ofPumps pond to vale reservation Photo ofPumps pond to vale reservation Photo ofPumps pond to vale reservation

    From hidden meadow road walk through the reservation, then take the nature trail around foster pond to vale reservation.

  • Red Trail Frank Knowles/ Little River Reserve (Dartmouth, MA)

    Hiking
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    near Cranberry Bog Corner, Massachusetts (United States)
    Author
    Dantecn
    with fe.vilela
    Distance
    2.18mi
    Elevation +
    23f
    TrailRank
    27
    Photo ofRed Trail Frank Knowles/ Little River Reserve (Dartmouth, MA) Photo ofRed Trail Frank Knowles/ Little River Reserve (Dartmouth, MA) Photo ofRed Trail Frank Knowles/ Little River Reserve (Dartmouth, MA)

    Red Trail of the Frank Knowles/ Little River Reserve. End of winter 2019; Trailhead at the parking lot of Potomska Road. 7km hike on even terrain, with boardwalks to cross over beautiful salt marshes plains. Beware hunti...

  • Blue Hills Hike 08.05.24

    Hiking
    Save to a List
    near North Randolph, Massachusetts (United States)
    Author
    robca2
    Distance
    4.08mi
    Elevation +
    699f
    TrailRank
    27
    Photo ofBlue Hills Hike 08.05.24

    We hiked the eastern Blue Hills reservation, hitting intersections 3013 -> 3030 -> 3044 -> 3073 -> 3121 -> 3111 -> 3090 -> 3042.

  • Mt Tom - M&M Trail

    Hiking
    Save to a List
    near Smiths Ferry, Massachusetts (United States)
    Author
    JCE
    with fredshirley
    Distance
    4.77mi
    Elevation +
    1106f
    TrailRank
    27

    Nice hike with some great views from rocky ridge points. The views are mostly of populated areas, due to its location. That said, if you're in the area this is a really nice hike to do. The hike, which follows a fa...

  • Smiths Ferry mt tom

    Hiking
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    near Smiths Ferry, Massachusetts (United States)
    Author
    mikerobi
    Distance
    4.95mi
    Elevation +
    1099f
    TrailRank
    27
    Photo ofSmiths Ferry mt tom Photo ofSmiths Ferry mt tom Photo ofSmiths Ferry mt tom

    From goats peak to cell tower along ridge. Multiple overlooks of Easthamptpn, Mass with great picnic spots!

  • NET Rt 5 Northampton to Holyoke Rt 141

    Walking
    Save to a List
    near Mount Tom, Massachusetts (United States)
    Author
    ljrlongfield@gmail.com
    Distance
    7.78mi
    Elevation +
    1932f
    TrailRank
    27
    Photo ofNET Rt 5 Northampton to Holyoke Rt 141 Photo ofNET Rt 5 Northampton to Holyoke Rt 141 Photo ofNET Rt 5 Northampton to Holyoke Rt 141

    This is a very scenic trail with lovely views. The trail head starts at the Marhan bike trail. You will walk along the road for about 1/4 mile where you will enter and old grow forest.

  • Ashland State Park, MA

    Hiking
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    near Ashland, Massachusetts (United States)
    Author
    fredshirley
    Distance
    4.30mi
    Elevation +
    207f
    TrailRank
    26
    Photo ofAshland State Park, MA

    I hiked around the reservoir at Ashland State Park in eastern Massachusetts. Click "View more" below for hike info.

  • Magnolia Woods to Rafe’s Chasm and back

    Walking
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    near Freshwater Cove Village, Massachusetts (United States)
    Author
    disneyvaca96
    Distance
    4.98mi
    Elevation +
    315f
    TrailRank
    26
    Photo ofMagnolia Woods to Rafe’s Chasm and back Photo ofMagnolia Woods to Rafe’s Chasm and back Photo ofMagnolia Woods to Rafe’s Chasm and back

    Well marked (follow the blue disks nailed to the trees). A little mud, but the sides are passable. There is parking at the start of Magnolia Woods for 8-10 as the gate is locked during the winter.

  • Pressed Cafe to KML

    Road Motorbike
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    near Woods Corner, Massachusetts (United States)
    Author
    alancyr
    Distance
    208.27mi
    Elevation +
    8888f
    TrailRank
    25
    Photo ofPressed Cafe to KML Photo ofPressed Cafe to KML Photo ofPressed Cafe to KML

    Starting from the Pressed Cafe' in Burlington, MA; we'll be weaving between all the dense areas with some favorite, local roads that will leave you feeling like you're already in the country. The ride will open up nicely...

  • Ravenswood Park MA

    Hiking
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    near Freshwater Cove Village, Massachusetts (United States)
    Author
    fredshirley
    Distance
    3.37mi
    Elevation +
    331f
    TrailRank
    25
    Photo ofRavenswood Park MA

    I hiked Ravenswood Park near Glocester in eastern Massachusetts. Click "View more" below for hike info.

  • 127 - APPALACHIAN TRAIL - MASSACHUSETTS -Sección 8 y 7.2 -Rt 7, Great Barrington a East Mt, Benedict Pond, Wilcox S. Shelter

    Hiking
    Save to a List
    near Brookside, Massachusetts (United States)
    Author
    Pablo de Gárate
    Distance
    11.61mi
    Elevation +
    3589f
    TrailRank
    91| Rating 5.0
    Photo of127 - APPALACHIAN TRAIL - MASSACHUSETTS -Sección 8 y 7.2 -Rt 7, Great Barrington a East Mt, Benedict Pond, Wilcox S. Shelter Photo of127 - APPALACHIAN TRAIL - MASSACHUSETTS -Sección 8 y 7.2 -Rt 7, Great Barrington a East Mt, Benedict Pond, Wilcox S. Shelter Photo of127 - APPALACHIAN TRAIL - MASSACHUSETTS -Sección 8 y 7.2 -Rt 7, Great Barrington a East Mt, Benedict Pond, Wilcox S. Shelter

    Etapa 127 ⇐ Enlace a la etapa anterior: 126 - APPALACHIAN TRAIL - MASSACHUSETTS - Sección 10.1 y 9 - De The Hemlocks Shelter a Jug End y ruta 7, Great Barrington, MA ⇒ Enlace a la etapa siguiente: 128 - APPALACHIAN T...

    Espectacular el Benedict Pond
    Henry Evans
    Bonitos lagos, en otoño. Un abrazo
    René G.

  • Mid State Trail Crow Hill

    Hiking
    Save to a List
    near Leino Park, Massachusetts (United States)
    Author
    Kryton
    Distance
    7.41mi
    Elevation +
    2963f
    TrailRank
    25
    Photo ofMid State Trail Crow Hill Photo ofMid State Trail Crow Hill

    From redemption rock to Crow Hill Ledges on the Midstate Trail in Massachusetts Leominster State Forest

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