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Best Hiking Trails near Oak Bluffs, Massachusetts
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Hiking Trails (102)
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
Duck Harbor Road Loop
★
★
★
★
★
EASY
3.5
mi
3
Myles Standish State Forest Loop via East Head Loop
★
★
★
EASY
2.4
mi
4
Herring Brook via Harry and Mary Todd Trail
★
★
★
★
★
EASY
2.2
mi
5
The Merry Dam Loop via Pond Loop
★
★
★
★
★
EASY
3.4
mi
6
Huckleberry Lane Loop
★
★
★
EASY
1.3
mi
7
Allens Pond Loop via Boulder Loop Trail and Grassland Loop Trail
★
★
★
EASY
2.8
mi
8
Park Road Loop
★
★
★
★
★
EASY
1.7
mi
9
Ocean View Loop Loop
★
★
★
★
★
EASY
1.5
mi
10
Myles Standish State Forest Loop via Bentley Loop
★
★
★
EASY
2.4
mi
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11
Cape Cod National Seashore
Borderland State Park
Nickerson State Park
Demarest Lloyd State Park
Haines Memorial State Park
Mashpee National Wildlife Refuge
Mashpee National Wildlife Refuge
Massasoit National Wildlife Refuge
Massasoit National Wildlife Refuge
Monomoy National Wildlife Refuge
Nomans Land Island National Wildlife Refuge
Pilgrim Memorial State Park
Roger Williams National Monument
South Cape Beach State Park
Beavertail State Park
South Cape Beach State Park
Brenton Point State Park
Colt State Park