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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.

West Island
Trail

West Island

Fairhaven, Massachusetts

1.9 mi226 ftgain
EasyLoop
West Middlesex Fells Reservation Bike Loop
Trail

West Middlesex Fells Reservation Bike Loop

Stoneham, Massachusetts

6.5 mi696 ftgain
ModerateLoop
West Pond Loop
Trail

West Pond Loop

Osterville, Massachusetts

1.3 mi128 ftgain
EasyLoop
West Quincy Quarries Loop
Trail

West Quincy Quarries Loop

Quincy, Massachusetts

6.0 mi1,106 ftgain
ModerateLoop
West Reservoir
Trail

West Reservoir

Harwich, Massachusetts

2.6 mi341 ftgain
EasyLoop
West Tisbury
Trail

West Tisbury

Vineyard Haven, Massachusetts

3.2 mi302 ftgain
ModerateLoop
Westborough Reservoir Loop
Trail

Westborough Reservoir Loop

Westborough, Massachusetts

2.0 mi351 ftgain
EasyLoop
Western Greenway Loop
Trail

Western Greenway Loop

Belmont, Massachusetts

0.9 mi112 ftgain
EasyLoop
Western Greenway Loop from Highland Meadows
Trail

Western Greenway Loop from Highland Meadows

Belmont, Massachusetts

0.9 mi135 ftgain
EasyLoop
Westfield River Trail
Trail

Westfield River Trail

Agawam, Massachusetts

5.6 mi846 ftgain
ModerateLoop
Westfield Wildlife Loop
Trail

Westfield Wildlife Loop

Westfield, Massachusetts

3.2 mi791 ftgain
ModerateLoop
Weston Forest Blue Loop
Trail

Weston Forest Blue Loop

Middleborough, Massachusetts

1.2 mi118 ftgain
EasyLoop
Weston Reservoir Loop
Trail

Weston Reservoir Loop

Weston, Massachusetts

1.9 mi276 ftgain
EasyLoop
Westville Recreation Lake Loop
Trail

Westville Recreation Lake Loop

Southbridge, Massachusetts

1.8 mi338 ftgain
EasyLoop
Weymouth Back River Walk
Trail

Weymouth Back River Walk

North Weymouth, Massachusetts

4.6 mi774 ftgain
ModerateOut & Back
Wheaton Farm Conservation Area Trail
Trail

Wheaton Farm Conservation Area Trail

South Easton, Massachusetts

2.5 mi600 ftgain
ModerateLoop
Wheel Wright Holly Hill Loop
Trail

Wheel Wright Holly Hill Loop

Cohasset, Massachusetts

2.4 mi325 ftgain
ModerateLoop
Wheelwright Trail
Trail

Wheelwright Trail

Cohasset, Massachusetts

1.7 mi243 ftgain
EasyLoop
Whipple Hill and Locke Farm
Trail

Whipple Hill and Locke Farm

Lexington, Massachusetts

1.7 mi276 ftgain
ModerateLoop
Whipple Hill Reserve
Trail

Whipple Hill Reserve

Lexington, Massachusetts

2.1 mi292 ftgain
EasyLoop
Whistling Cave and Nuthatch Loop
Trail

Whistling Cave and Nuthatch Loop

Upton, Massachusetts

4.1 mi732 ftgain
ModerateLoop
White Dot and Red Dot Loop Trail
Trail

White Dot and Red Dot Loop Trail

Jefferson, Massachusetts

3.0 mi584 ftgain
ModerateLoop
White Hall Road and Park Road Loop
Trail

White Hall Road and Park Road Loop

Upton, Massachusetts

3.8 mi525 ftgain
ModerateLoop
White Triangle Trail
Trail

White Triangle Trail

Milton, Massachusetts

6.0 mi909 ftgain
ModerateLoop