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Best Hiking Trails near Sunderland, Massachusetts
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Hiking Trails (643)
Parks & Forests (24)
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Rank
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Time
Stars
Difficulty
Length
Length
1-20 miles
Activity
All
Hiking
Offroading
1
Mount Watatic Loop via Wapack Trail
★
★
★
★
★
EASY
4.1
mi
2
Beauregard Lot via Half Way House Road
★
★
★
★
★
MODERATE
5.0
mi
3
Horse Caves Loop via NET/M&M Trail and Robert Frost Trail
★
★
★
★
★
EASY
3.4
mi
4
Beauregard Lot via Dublin Trail / Monadnock-Sunapee Greenway
★
★
★
★
★
MODERATE
4.3
mi
5
A hike through Mt. Holyoke Range and Skinner State Parks
★
★
★
★
★
MODERATE
7.4
mi
6
Sawyer Lot Loop via White Dot Trail
★
★
★
★
★
MODERATE
5.4
mi
7
Pack Monadnock Mountain via Raymond Trail
★
★
★
★
★
EASY
2.8
mi
8
Beauregard Lot via Pumpelly Trail
★
★
★
★
★
MODERATE
4.0
mi
9
Mt Monadnock State Park Campground via Birchtoft Trail
★
★
★
★
★
MODERATE
6.6
mi
10
stake Loop via and Metacomet Trail
★
★
★
★
★
EASY
4.1
mi
1
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Green Mountain National Forest
Green Mountain National Forest
Lye Brook Wilderness
Glastenbury Wilderness
Douglas State Forest
Taconic State Park - Copake Falls Area
Taconic State Park - Rudd Pond Area
Bash Bish Falls State Park
American Legion State Forest
Erving State Forest
Clarksburg State Park
Dennis Hill State Park
Federated Women's Club State Forest
Horse Guard State Park Scenic Reserve
George D. Aiken Wilderness
Enders State Forest
Connecticut River Greenway State Park
Connecticut River Greenway State Park
Haystack Mountain State Park
Hop River State Park Trail
Bash Bish Falls State Park
Connecticut River Greenway State Park
Airline State Park Trail (Northern Section)
Cherry Plain State Park