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Best Hiking Trails near Webster, Massachusetts
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Hiking Trails (683)
Parks & Forests (19)
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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
Horse Caves Loop via NET/M&M Trail and Robert Frost Trail
★
★
★
★
★
EASY
3.4
mi
4
Great Blue Hill via Summit Road
★
★
★
★
★
EASY
2.0
mi
5
A hike through Mt. Holyoke Range and Skinner State Parks
★
★
★
★
★
MODERATE
7.4
mi
6
Breakneck Ledge Loop via North Skyline Trail
★
★
★
★
★
EASY
3.5
mi
7
Metacomet Trail
★
★
EASY
4.9
mi
8
Puds Pond Loop via Pond Walk
★
★
★
★
★
EASY
2.9
mi
9
Wachusett Mountain Loop via Old Indian Trail and Semuhenna Trail
★
★
★
★
★
EASY
3.6
mi
10
Wachusett Mountain Loop via Bicentennial Trail
★
★
★
★
★
EASY
1.7
mi
1
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Green Mountain National Forest
Green Mountain National Forest
Cockaponset State Forest
Boston Harbor Islands National Recreation Area
Borderland State Park
Chatfield Hollow State Park
Day Pond State Park
Airline State Park Trail (Southern Section)
Dart Island State Park
Demarest Lloyd State Park
Airline State Park Trail (Northern Section)
Roger Williams National Monument
Beavertail State Park
Bradley Palmer State Park
Brainard Homestead State Park
Colt State Park
Connecticut River Greenway State Park
Connecticut River Greenway State Park
Connecticut River Greenway State Park