Hiking Trails in Massachusetts

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

Mount Grace Long Loop

Mount Grace Long Loop

Warwick, Massachusetts

6.3 km371 mgain
ModerateLoop
Mount Greylock and Saddle Ball Mountain

Mount Greylock and Saddle Ball Mountain

Cheshire, Massachusetts

12.1 km613 mgain
ModerateLoop
Mount Greylock Overlook Trail

Mount Greylock Overlook Trail

Williamstown, Massachusetts

3.9 km213 mgain
ModerateLoop
Mount Greylock South Flank and Rounds Rock

Mount Greylock South Flank and Rounds Rock

Lanesborough, Massachusetts

12.2 km440 mgain
ModerateLoop
Mount Greylock via Appalachian Trail

Mount Greylock via Appalachian Trail

North Adams, Massachusetts

18.5 km1,193 mgain
DifficultOut & Back
Mount Holyoke Summit

Mount Holyoke Summit

Hadley, Massachusetts

3.1 km218 mgain
ModerateOut & Back
Mount Holyoke Trail

Mount Holyoke Trail

Hadley, Massachusetts

3.1 km157 mgain
ModerateLoop
Mount Hunger Loop Trail

Mount Hunger Loop Trail

Monterey, Massachusetts

3.1 km133 mgain
EasyLoop
Mount Laurel, Moose Run, Hootenanny

Mount Laurel, Moose Run, Hootenanny

Williamsburg, Massachusetts

16.4 km383 mgain
ModerateLoop
Mount Marcy Trail

Mount Marcy Trail

Wilbraham, Massachusetts

2.4 km127 mgain
EasyLoop
Mount Misery Loop

Mount Misery Loop

Lincoln, Massachusetts

2.6 km73 mgain
EasyLoop
Mount Misery via Heywood's Meadow Road

Mount Misery via Heywood's Meadow Road

Lincoln, Massachusetts

6.9 km212 mgain
EasyOut & Back
Mount Norwottuck

Mount Norwottuck

Amherst, Massachusetts

5.5 km267 mgain
ModerateLoop
Mount Pisgah Park Loop

Mount Pisgah Park Loop

Berlin, Massachusetts

10.0 km375 mgain
ModerateLoop
Mount Toby Trail

Mount Toby Trail

Sunderland, Massachusetts

6.9 km321 mgain
ModerateLoop
Mount Toby via Robert Frost Trail

Mount Toby via Robert Frost Trail

Sunderland, Massachusetts

5.2 km312 mgain
ModerateOut & Back
Mount Toby via Sugar Farms to Summit to Tower Loop

Mount Toby via Sugar Farms to Summit to Tower Loop

Sunderland, Massachusetts

9.5 km416 mgain
DifficultLoop
Mount Tom

Mount Tom

Holyoke, Massachusetts

1.9 km185 mgain
ModerateOut & Back
Mount Tom Traverse via Metacomet-Monadnock Trail

Mount Tom Traverse via Metacomet-Monadnock Trail

Holyoke, Massachusetts

8.5 km621 mgain
ModerateOut & Back
Mount Tom via Metacomet-Monadnock Trail (Short Option)

Mount Tom via Metacomet-Monadnock Trail (Short Option)

Holyoke, Massachusetts

3.5 km238 mgain
ModerateOut & Back
Mount Tom via Quarry Trail

Mount Tom via Quarry Trail

Holyoke, Massachusetts

6.3 km471 mgain
ModerateOut & Back
Mount Ward Trail

Mount Ward Trail

Marlborough, Massachusetts

1.9 km75 mgain
EasyLoop
Mount Ward Trail to Summit

Mount Ward Trail to Summit

Marlborough, Massachusetts

3.4 km103 mgain
EasyLoop
Mount Watatic

Mount Watatic

Ashburnham, Massachusetts

3.5 km199 mgain
EasyOut & Back