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Best Hiking Trails near Carlisle, Massachusetts
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Hiking Trails (863)
Parks & Forests (20)
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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
Beauregard Lot via Half Way House Road
★
★
★
★
★
MODERATE
5.0
mi
4
Great Blue Hill via Summit Road
★
★
★
★
★
EASY
2.0
mi
5
Beauregard Lot via Dublin Trail / Monadnock-Sunapee Greenway
★
★
★
★
★
MODERATE
4.3
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
Breakneck Ledge Loop via North Skyline Trail
★
★
★
★
★
EASY
3.5
mi
9
Beauregard Lot via Pumpelly Trail
★
★
★
★
★
MODERATE
4.0
mi
10
Mt Monadnock State Park Campground via Birchtoft Trail
★
★
★
★
★
MODERATE
6.6
mi
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Leominster State Forest
Boston Harbor Islands National Recreation Area
Harold Parker State Forest
Douglas State Forest
Borderland State Park
Lowell Dracut Tyngsborough State Forest
Mashamoquet Brook State Park
Great Meadows National Wildlife Refuge
Federated Women's Club State Forest
Great Meadows National Wildlife Refuge
Roxbury Heritage State Park
Bradley Palmer State Park
Killingly Pond State Park Reserve
Massasoit National Wildlife Refuge
Massasoit National Wildlife Refuge
Natchaug State Forest
Pilgrim Memorial State Park
Quaddick State Park
Roxbury Heritage State Park
Airline State Park Trail (Northern Section)