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Hiking Trails in Massachusetts

Discover 1,218 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.

Hemlock Gorge Trail
Trail

Hemlock Gorge Trail

Needham Heights, Massachusetts

0.9 mi141 ftgain
EasyOut & Back
Hemlock Gorge Trail and Dean Pond Loop
Trail

Hemlock Gorge Trail and Dean Pond Loop

Brimfield, Massachusetts

5.2 mi1,027 ftgain
ModerateLoop
Henry Cowdrey Trail
Trail

Henry Cowdrey Trail

Lunenburg, Massachusetts

1.7 mi213 ftgain
EasyLoop
Henry L. Shattuck Reservation
Trail

Henry L. Shattuck Reservation

Medfield, Massachusetts

3.5 mi577 ftgain
ModerateLoop
Herb Hadfield Red, Blue, Yellow, and Geen Loop
Trail

Herb Hadfield Red, Blue, Yellow, and Geen Loop

Westport, Massachusetts

2.0 mi292 ftgain
EasyLoop
Heritage Plantation, Sherri's Berries, Racoon Den, Coyote Den Loop
Trail

Heritage Plantation, Sherri's Berries, Racoon Den, Coyote Den Loop

Sandwich, Massachusetts

3.1 mi308 ftgain
ModerateLoop
Hermit Cave Loop
Trail

Hermit Cave Loop

Erving, Massachusetts

4.0 mi794 ftgain
ModerateLoop
Heron Point Loop
Trail

Heron Point Loop

Wareham, Massachusetts

1.4 mi151 ftgain
EasyLoop
Hickey and Squaw Loop
Trail

Hickey and Squaw Loop

Stockbridge, Massachusetts

2.8 mi988 ftgain
ModerateLoop
Hickey, Squaw and Indian Loop
Trail

Hickey, Squaw and Indian Loop

Great Barrington, Massachusetts

2.6 mi725 ftgain
ModerateLoop
Hickory Hills Blue Trail Yellow Trail Loop
Trail

Hickory Hills Blue Trail Yellow Trail Loop

Lunenburg, Massachusetts

4.1 mi466 ftgain
ModerateLoop
Higgins Pond Loop
Trail

Higgins Pond Loop

Brewster, Massachusetts

2.2 mi292 ftgain
EasyLoop
High Ledges via Dutch and Mary Barnard to Waterthrush Loop
Trail

High Ledges via Dutch and Mary Barnard to Waterthrush Loop

Shelburne Falls, Massachusetts

2.3 mi489 ftgain
ModerateLoop
High Ledges via Dutch and Mary Barnard to Wolves' Den to Waterthrush Loop
Trail

High Ledges via Dutch and Mary Barnard to Wolves' Den to Waterthrush Loop

Shelburne Falls, Massachusetts

3.1 mi764 ftgain
ModerateLoop
High Rock via Megley and High Rock Trail Loop
Trail

High Rock via Megley and High Rock Trail Loop

Wrentham, Massachusetts

3.3 mi522 ftgain
ModerateLoop
High Rock, Wolf Meadow and Tupelo Trail
Trail

High Rock, Wolf Meadow and Tupelo Trail

Foxborough, Massachusetts

3.1 mi564 ftgain
ModerateLoop
High Trail to Zack's Way Loop
Trail

High Trail to Zack's Way Loop

Andover, Massachusetts

1.1 mi105 ftgain
EasyLoop
Hiller Bros Trail
Trail

Hiller Bros Trail

Marion, Massachusetts

2.7 mi371 ftgain
EasyOut & Back
Hinckley Pond
Trail

Hinckley Pond

Medfield, Massachusetts

5.2 mi564 ftgain
ModerateOut & Back
Historical Society of Old Yarmouth - Nature Trail
Trail

Historical Society of Old Yarmouth - Nature Trail

Yarmouth Port, Massachusetts

1.2 mi125 ftgain
EasyOut & Back
Hockamock Swamp
Trail

Hockamock Swamp

Taunton, Massachusetts

1.7 mi295 ftgain
EasyLoop
Hodges Dam East Loop
Trail

Hodges Dam East Loop

North Oxford, Massachusetts

7.9 mi1,083 ftgain
DifficultLoop
Hodges Dam West Loop
Trail

Hodges Dam West Loop

North Oxford, Massachusetts

7.0 mi988 ftgain
ModerateLoop
Holland Glen Conservation Area
Trail

Holland Glen Conservation Area

Belchertown, Massachusetts

1.0 mi262 ftgain
EasyLoop
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