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Best Hiking Trails near Southampton, Massachusetts
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Hiking Trails (628)
Parks & Forests (19)
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Time
Stars
Difficulty
Length
Length
1-20 miles
Activity
All
Hiking
Offroading
1
Horse Caves Loop via NET/M&M Trail and Robert Frost Trail
★
★
★
★
★
EASY
3.4
mi
2
~2.3-mi loop hike in Doctor Francis Giuffrida Park
★
★
★
★
★
EASY
2.3
mi
3
A hike through Mt. Holyoke Range and Skinner State Parks
★
★
★
★
★
MODERATE
7.4
mi
4
Mt Washington State Forest via Mt. Fissell Trail
★
★
★
★
★
EASY
3.1
mi
5
stake Loop via and Metacomet Trail
★
★
★
★
★
EASY
4.1
mi
6
Wachusett Mountain Loop via Old Indian Trail and Semuhenna Trail
★
★
★
★
★
EASY
3.6
mi
7
Metacomet Trail
★
★
EASY
4.9
mi
8
Wachusett Mountain Loop via Bicentennial Trail
★
★
★
★
★
EASY
1.7
mi
9
Devils Garden via NET/M&M Trail
★
★
★
★
★
EASY
4.7
mi
10
Vista Loop via Overlook Trail and Appalachian Trail
★
★
★
★
★
EASY
2.6
mi
1
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Green Mountain National Forest
Green Mountain National Forest
Cockaponset State Forest
Bash Bish Falls State Park
Black Rock State Park
Taconic State Park - Rudd Pond Area
Taconic State Park - Copake Falls Area
Airline State Park Trail (Southern Section)
Clarksburg State Park
Day Pond State Park
Dennis Hill State Park
Erving State Forest
Cherry Plain State Park
Bash Bish Falls State Park
George D. Aiken Wilderness
Connecticut River Greenway State Park
Connecticut River Greenway State Park
Dart Island State Park
Connecticut River Greenway State Park