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Best Hiking Trails near Wakefield, Massachusetts
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Hiking Trails (737)
Parks & Forests (23)
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Rank
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Time
Stars
Difficulty
Length
Length
1-20 miles
Activity
All
Hiking
Offroading
1
Hancock Hill via North Skyline Trail
★
★
★
★
★
EASY
2.9
mi
2
Mount Watatic Loop via Wapack Trail
★
★
★
★
★
EASY
4.1
mi
3
Great Blue Hill via Summit Road
★
★
★
★
★
EASY
2.0
mi
4
Breakneck Ledge Loop via North Skyline Trail
★
★
★
★
★
EASY
3.5
mi
5
South Mount Pawtuckaway via Mountain Trail
★
★
★
★
★
MODERATE
5.5
mi
6
Lake Cochichewick Loop via Edgewood Farm Trail and Stevens Trail
★
★
★
★
★
EASY
2.5
mi
7
Babson Farms Quarry
★
★
★
★
★
EASY
1.4
mi
8
Wachusett Mountain Loop via Old Indian Trail and Semuhenna Trail
★
★
★
★
★
EASY
3.6
mi
9
Wachusett Mountain Loop via Bicentennial Trail
★
★
★
★
★
EASY
1.7
mi
10
Puds Pond Loop via Pond Walk
★
★
★
★
★
EASY
2.9
mi
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