Hiking Trails in Massachusetts

Discover 1,223 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.

Tri-Community Greenway

Tri-Community Greenway

Stoneham, Massachusetts

20.4 km308 mgain
EasyOut & Back
Tri-Point and Midstate Loop

Tri-Point and Midstate Loop

Douglas, Massachusetts

16.7 km407 mgain
ModerateLoop
Tri-State Marker

Tri-State Marker

Douglas, Massachusetts

8.7 km209 mgain
EasyLoop
Tri-Tow, Otter Alley, Winterbury Way Loop

Tri-Tow, Otter Alley, Winterbury Way Loop

Sudbury, Massachusetts

6.0 km120 mgain
EasyLoop
Tri-Town, Harrys Way and Hill Trail Loop

Tri-Town, Harrys Way and Hill Trail Loop

Sudbury, Massachusetts

7.7 km109 mgain
EasyLoop
Triphammer Loop

Triphammer Loop

Hingham, Massachusetts

2.4 km85 mgain
EasyLoop
Triphammer Pond Loop

Triphammer Pond Loop

Hingham, Massachusetts

5.3 km133 mgain
EasyLoop
Trolley Trail Loop

Trolley Trail Loop

Holyoke, Massachusetts

5.0 km210 mgain
ModerateLoop
Tubbs Meadow Loop

Tubbs Meadow Loop

Pembroke, Massachusetts

3.9 km119 mgain
EasyLoop
Tucker Preserve Loop

Tucker Preserve Loop

Pembroke, Massachusetts

2.1 km62 mgain
EasyLoop
Tully Lake Long Pond Loop

Tully Lake Long Pond Loop

Royalston, Massachusetts

11.6 km302 mgain
ModerateLoop
Tully Lake Loop

Tully Lake Loop

Royalston, Massachusetts

7.4 km253 mgain
ModerateLoop
Tully Mountain Loop Trail

Tully Mountain Loop Trail

Orange, Massachusetts

2.6 km156 mgain
EasyLoop
Tully River

Tully River

Royalston, Massachusetts

9.0 km185 mgain
EasyOut & Back
Tully Trail

Tully Trail

Royalston, Massachusetts

37.2 km1,533 mgain
ModerateLoop
Tupelo Loop Trail

Tupelo Loop Trail

Foxborough, Massachusetts

1.1 km49 mgain
EasyLoop
Turner Trail

Turner Trail

Pittsfield, Massachusetts

6.1 km291 mgain
ModerateOut & Back
Twin Pine Hill

Twin Pine Hill

Westwood, Massachusetts

6.6 km136 mgain
EasyLoop
Twin Pond via Taconic Crest Trail to Taconic Skyline Trail

Twin Pond via Taconic Crest Trail to Taconic Skyline Trail

Pittsfield, Massachusetts

5.6 km240 mgain
ModerateLoop
Two Bridges and Chapel Falls Trail

Two Bridges and Chapel Falls Trail

Ashfield, Massachusetts

6.6 km286 mgain
ModerateOut & Back
Two Guys to Boulderdash Trail

Two Guys to Boulderdash Trail

Swansea, Massachusetts

3.7 km112 mgain
EasyOut & Back
Two Mile Farm and Jose C. Carriero Loop

Two Mile Farm and Jose C. Carriero Loop

Marshfield, Massachusetts

2.7 km89 mgain
EasyLoop
Two Towers Hike

Two Towers Hike

Medford, Massachusetts

9.8 km255 mgain
ModerateOut & Back
Two-Mile Farm Loop

Two-Mile Farm Loop

Marshfield, Massachusetts

1.6 km49 mgain
EasyLoop