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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.

Wolf Meadow Road to High Rock to Dan's Trail Loop
Trail

Wolf Meadow Road to High Rock to Dan's Trail Loop

Foxborough, Massachusetts

4.4 mi702 ftgain
ModerateLoop
Wolf Meadow Trail
Trail

Wolf Meadow Trail

Foxborough, Massachusetts

2.1 mi367 ftgain
EasyOut & Back
Wolf Rock Trail to Crow Hill to Redemption Rock to Wachusett Pop
Trail

Wolf Rock Trail to Crow Hill to Redemption Rock to Wachusett Pop

Westminster, Massachusetts

9.1 mi2,313 ftgain
DifficultLoop
Wollomonopoag Conservation Area Loop
Trail

Wollomonopoag Conservation Area Loop

Wrentham, Massachusetts

2.3 mi331 ftgain
EasyLoop
Wompatuck South Loop
Trail

Wompatuck South Loop

Norwell, Massachusetts

8.7 mi1,152 ftgain
DifficultLoop
Wompatuck State Park Big Loop
Trail

Wompatuck State Park Big Loop

Hingham, Massachusetts

10.3 mi1,371 ftgain
DifficultLoop
Woodland Nature Loop
Trail

Woodland Nature Loop

Stow, Massachusetts

1.0 mi98 ftgain
EasyLoop
Woodland Wonderland Trail
Trail

Woodland Wonderland Trail

Edgartown, Massachusetts

2.5 mi210 ftgain
EasyLoop
Woodsom Farm North
Trail

Woodsom Farm North

Amesbury, Massachusetts

3.1 mi482 ftgain
ModerateOut & Back
Woolsey, Lookout, Coakley, Weaver, Aspinwall Loop
Trail

Woolsey, Lookout, Coakley, Weaver, Aspinwall Loop

Lenox, Massachusetts

2.6 mi479 ftgain
EasyLoop
Worcester East Side and Blue Trail
Trail

Worcester East Side and Blue Trail

Worcester, Massachusetts

6.7 mi1,286 ftgain
ModerateOut & Back
Wright Reservation Loop
Trail

Wright Reservation Loop

Chelmsford, Massachusetts

1.1 mi144 ftgain
EasyLoop
WW1 Memorial Park Loop
Trail

WW1 Memorial Park Loop

North Attleborough, Massachusetts

2.0 mi456 ftgain
EasyLoop
Wylde Woods Blue Trail
Trail

Wylde Woods Blue Trail

Dover, Massachusetts

3.2 mi302 ftgain
ModerateOut & Back
Wylde Woods Loop
Trail

Wylde Woods Loop

Dover, Massachusetts

4.2 mi374 ftgain
ModerateLoop
Xmas Tree, Blue Dot, and White Dot Loop
Trail

Xmas Tree, Blue Dot, and White Dot Loop

Jefferson, Massachusetts

3.2 mi531 ftgain
ModerateLoop
Yellow, Dropdown, and Carruth Loop
Trail

Yellow, Dropdown, and Carruth Loop

Petersham, Massachusetts

2.6 mi597 ftgain
ModerateLoop
Yudicky Farm Conservation Loop
Trail

Yudicky Farm Conservation Loop

Dunstable, Massachusetts

4.3 mi469 ftgain
ModerateLoop