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Best Hiking Trails in Massachusetts

Overview

Search hiking trails in Massachusetts. The best hike in Massachusetts is Hancock Hill via North Skyline Trail, a 2.9 mile oneway in .

Seasonal Popularity

Hancock Hill via North Skyline Trail
EASY 2.9 mi
Mount Watatic Loop via Wapack Trail
EASY 4.1 mi
Horse Caves Loop via NET/M&M Trail and Robert Frost Trail
EASY 3.4 mi
Great Blue Hill via Summit Road
EASY 2.0 mi
Devils Garden via NET/M&M Trail
DIFFICULT 7.4 mi
Eliot Tower Loop via Wolcott Path
EASY 2.1 mi
Buswell Pond Loop via Old Salem Road
EASY 2.6 mi
Meadow Pond Loop
EASY 3.6 mi
Breeze Hill Loop via Skyline Trail
EASY 3.7 mi
Wachusett Mountain Loop via Mountain House Trail
EASY 3.1 mi
Lake Cochichewick Loop via Edgewood Farm Trail and Stevens Trail
EASY 2.5 mi
Wachusett Mountain Loop via Bicentennial Trail
EASY 1.7 mi
Puds Pond Loop via Pond Walk
EASY 2.9 mi
Wachusett Mountain Loop via Old Indian Trail and Semuhenna Trail
EASY 3.6 mi
Babson Farms Quarry
EASY 1.4 mi
Wachusett Mountain Loop via Old Indian Trail
DIFFICULT 5.0 mi
Devils Garden via NET/M&M Trail
EASY 4.7 mi
Reserve Pond Loop via Peabody Loop and Noanet Park Trail
EASY 3.8 mi
Race Brook Trail and Appalachian Trail
DIFFICULT 5.1 mi
Melrose Rock Loop via Rock Circuit Trail
EASY 4.5 mi
Bellevue Pond via Reservoir Trail
EASY 2.9 mi
Vista Loop via Overlook Trail and Appalachian Trail
EASY 2.6 mi
Aldrich Lake Loop via Roller Coaster
EASY 2.6 mi
Boojum Rock Loop via Rock Circuit Trail
EASY 2.6 mi
Buswell Pond Loop via Fernwood Lake Trail and Old Salem Road
EASY 4.0 mi
Hemenway Hill Loop via North Skyline Trail
EASY 3.4 mi
Wolcott Hill Loop
EASY 4.5 mi
Eliot Tower Loop via North Skyline Trail
EASY 3.9 mi
Mount Holyoke via NET/M&M Trail
DIFFICULT 7.7 mi
Tophet Swamp Loop via Boundary Trail
EASY 3.5 mi

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