Hiking Trails in Massachusetts

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

Witches' Cove and Plymton Trail

Witches' Cove and Plymton Trail

Marlborough, Massachusetts

3.7 km57 mgain
EasyLoop
Witches' Cove, Plymton, Desert Loop, Cranberrt Brook, Ocean By-Pass Loop

Witches' Cove, Plymton, Desert Loop, Cranberrt Brook, Ocean By-Pass Loop

Marlborough, Massachusetts

8.4 km133 mgain
EasyLoop
Wolcott Hill Loop Trail

Wolcott Hill Loop Trail

Milton, Massachusetts

3.7 km159 mgain
EasyLoop
Wolcott Path and Puddle Path to Hemenway Hill

Wolcott Path and Puddle Path to Hemenway Hill

Milton, Massachusetts

4.7 km173 mgain
EasyOut & Back
Wolcott Path to Eliot Tower

Wolcott Path to Eliot Tower

Milton, Massachusetts

3.5 km164 mgain
ModerateOut & Back
Wolf Meadow Road to High Rock to Dan's Trail Loop

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

Foxborough, Massachusetts

7.1 km214 mgain
ModerateLoop
Wolf Meadow Trail

Wolf Meadow Trail

Foxborough, Massachusetts

3.4 km112 mgain
EasyOut & Back
Wolf Rock Trail to Crow Hill to Redemption Rock to Wachusett Pop

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

Westminster, Massachusetts

14.6 km705 mgain
ModerateLoop
Wollomonopoag Conservation Area Loop

Wollomonopoag Conservation Area Loop

Wrentham, Massachusetts

3.7 km101 mgain
EasyLoop
Wompatuck South Loop

Wompatuck South Loop

Norwell, Massachusetts

14.0 km351 mgain
ModerateLoop
Wompatuck State Park Big Loop

Wompatuck State Park Big Loop

Hingham, Massachusetts

16.6 km418 mgain
ModerateLoop
Woodland Nature Loop

Woodland Nature Loop

Stow, Massachusetts

1.6 km30 mgain
EasyLoop
Woodland Wonderland Trail

Woodland Wonderland Trail

Edgartown, Massachusetts

4.0 km64 mgain
EasyLoop
Woodsom Farm North

Woodsom Farm North

Amesbury, Massachusetts

5.0 km147 mgain
EasyOut & Back
Woolsey, Lookout, Coakley, Weaver, Aspinwall Loop

Woolsey, Lookout, Coakley, Weaver, Aspinwall Loop

Lenox, Massachusetts

4.2 km146 mgain
EasyLoop
Worcester East Side and Blue Trail

Worcester East Side and Blue Trail

Worcester, Massachusetts

10.8 km392 mgain
ModerateOut & Back
Wright Reservation Loop

Wright Reservation Loop

Chelmsford, Massachusetts

1.8 km44 mgain
EasyLoop
WW1 Memorial Park Loop

WW1 Memorial Park Loop

North Attleborough, Massachusetts

3.2 km139 mgain
EasyLoop
Wylde Woods Blue Trail

Wylde Woods Blue Trail

Dover, Massachusetts

5.2 km92 mgain
EasyOut & Back
Wylde Woods Loop

Wylde Woods Loop

Dover, Massachusetts

6.8 km114 mgain
EasyLoop
Xmas Tree, Blue Dot, and White Dot Loop

Xmas Tree, Blue Dot, and White Dot Loop

Jefferson, Massachusetts

5.2 km162 mgain
ModerateLoop
Yellow, Dropdown, and Carruth Loop

Yellow, Dropdown, and Carruth Loop

Petersham, Massachusetts

4.2 km182 mgain
ModerateLoop
Yudicky Farm Conservation Loop

Yudicky Farm Conservation Loop

Dunstable, Massachusetts

6.9 km143 mgain
ModerateLoop