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Best Hiking Trails near Chesterfield, Massachusetts
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Hiking Trails (618)
Parks & Forests (22)
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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
A hike through Mt. Holyoke Range and Skinner State Parks
★
★
★
★
★
MODERATE
7.4
mi
3
Mt Washington State Forest via Mt. Fissell Trail
★
★
★
★
★
EASY
3.1
mi
4
stake Loop via and Metacomet Trail
★
★
★
★
★
EASY
4.1
mi
5
Metacomet Trail
★
★
EASY
4.9
mi
6
Race Brook Trail to ymca camp
★
★
★
★
★
MODERATE
5.1
mi
7
Vista Loop via Overlook Trail and Appalachian Trail
★
★
★
★
★
EASY
2.6
mi
8
Devils Garden via NET/M&M Trail
★
★
★
★
★
EASY
4.7
mi
9
Aldrich Lake Loop via Roller Coaster
★
★
★
★
★
EASY
2.6
mi
10
Wachusett Mountain Loop
★
★
★
EASY
4.1
mi
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62
Green Mountain National Forest
Green Mountain National Forest
Lye Brook Wilderness
Glastenbury Wilderness
American Legion State Forest
Grafton Lakes State Park
Bash Bish Falls State Park
Taconic State Park - Rudd Pond Area
Gay City State Park
Taconic State Park - Copake Falls Area
Erving State Forest
Clarksburg State Park
Dennis Hill State Park
Airline State Park Trail (Southern Section)
George D. Aiken Wilderness
Enders State Forest
Connecticut River Greenway State Park
Connecticut River Greenway State Park
James Baird State Park
Connecticut River Greenway State Park
Cherry Plain State Park
Bash Bish Falls State Park