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Best Hiking Trails near Chilmark, Massachusetts
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Hiking Trails (109)
Parks & Forests (18)
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Rank
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Time
Stars
Difficulty
Length
Length
1-20 miles
Activity
All
Hiking
Offroading
1
Myles Standish State Forest Loop via Bentley Loop
★
★
★
EASY
3.5
mi
2
Myles Standish State Forest Loop via East Head Loop
★
★
★
EASY
2.4
mi
3
The Merry Dam Loop via Pond Loop
★
★
★
★
★
EASY
3.4
mi
4
Herring Brook via Harry and Mary Todd Trail
★
★
★
★
★
EASY
2.2
mi
5
Browning Mill Pond Dam
★
★
★
★
EASY
1.3
mi
6
Park Road Loop
★
★
★
★
★
EASY
1.7
mi
7
Allens Pond Loop via Boulder Loop Trail and Grassland Loop Trail
★
★
★
EASY
2.8
mi
8
Huckleberry Lane Loop
★
★
★
EASY
1.3
mi
9
Ocean View Loop Loop
★
★
★
★
★
EASY
1.5
mi
10
Main Street Loop
★
★
★
EASY
2.7
mi
1
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11
Cape Cod National Seashore
Douglas State Forest
Borderland State Park
Nickerson State Park
Haines Memorial State Park
Killingly Pond State Park Reserve
Mashpee National Wildlife Refuge
Mashpee National Wildlife Refuge
Massasoit National Wildlife Refuge
Massasoit National Wildlife Refuge
Monomoy National Wildlife Refuge
Moosup Valley State Park Trail
Nomans Land Island National Wildlife Refuge
Beavertail State Park
Roger Williams National Monument
Block Island National Wildlife Refuge
Colt State Park
Demarest Lloyd State Park