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Whipple Hill Loop
Easy/Intermediate Easy/Intermediate
3.8 km 2.4 mi Arlington, MA 3 
Whipple Hill Loop
Avg Rating
Easy/Intermediate Easy/Intermediate

Shea's Rating
Intermediate Intermediate
Summit Trail
Difficult Difficult
0.2 km 0.1 mi Lincoln, MA 0 
Summit Trail
Avg Rating
Difficult Difficult

Shea's Rating
Intermediate/Difficult Intermediate/Difficult
Mt. Misery Loop
Easy/Intermediate Easy/Intermediate
3.1 km 1.9 mi Lincoln, MA 5 
Mt. Misery Loop
Avg Rating
Easy/Intermediate Easy/Intermediate

Shea's Rating
Easy/Intermediate Easy/Intermediate
Beaver Brook Loop
Intermediate Intermediate
4.2 km 2.6 mi Belmont, MA 2 
Beaver Brook Loop
Avg Rating
Intermediate Intermediate

Shea's Rating
Easy/Intermediate Easy/Intermediate
Rocky Woods Loop
Intermediate Intermediate
6.1 km 3.8 mi Medfield, MA 2 
Rocky Woods Loop
Avg Rating
Intermediate Intermediate

Shea's Rating
Intermediate Intermediate
Franklin Park Loop
Intermediate Intermediate
4.7 km 2.9 mi Jamaica Plain, MA 2 
Franklin Park Loop
Avg Rating
Intermediate Intermediate

Shea's Rating
Easy/Intermediate Easy/Intermediate
Buck Hill Loop
Intermediate/Difficult Intermediate/Difficult
8.6 km 5.3 mi Milton, MA 6 
Buck Hill Loop
Avg Rating
Intermediate/Difficult Intermediate/Difficult

Shea's Rating
Intermediate/Difficult Intermediate/Difficult
Fresh Pond Loop
Easy Easy
4.2 km 2.6 mi Somerville, MA 3 
Fresh Pond Loop
Avg Rating
Easy Easy

Shea's Rating
Easy Easy
Western Greenway
Easy/Intermediate Easy/Intermediate
9.3 km 5.8 mi Belmont, MA 5 
Western Greenway
Avg Rating
Easy/Intermediate Easy/Intermediate

Shea's Rating
Easy/Intermediate Easy/Intermediate
Mount Greylock Summit Loop
Intermediate/Difficult Intermediate/Difficult
10.7 km 6.6 mi Adams, MA 22 
Mount Greylock Summit Loop
Avg Rating
Intermediate/Difficult Intermediate/Difficult

Shea's Rating
Intermediate/Difficult Intermediate/Difficult
Rock Circuit Loop
Intermediate/Difficult Intermediate/Difficult
7.4 km 4.6 mi Medford, MA 11 
Rock Circuit Loop
Avg Rating
Intermediate/Difficult Intermediate/Difficult

Shea's Rating
Difficult Difficult
Whitehall State Park Loop Trail
Intermediate Intermediate
12.8 km 7.9 mi Upton, MA 9 
Whitehall State Park Loop Trail
Avg Rating
Intermediate Intermediate

Shea's Rating
Intermediate Intermediate
Landlocked Forest Loop (Yellow)
Intermediate/Difficult Intermediate/Difficult
7.2 km 4.5 mi Lexington, MA 4 
Landlocked Forest Loop (Yellow)
Avg Rating
Intermediate/Difficult Intermediate/Difficult

Shea's Rating
Intermediate Intermediate
Wachusett Friendly Loop
Intermediate Intermediate
5.7 km 3.6 mi Princeton, MA 9 
Wachusett Friendly Loop
Avg Rating
Intermediate Intermediate

Shea's Rating
Intermediate/Difficult Intermediate/Difficult
Cross Fells Trail
Intermediate Intermediate
7.8 km 4.8 mi Medford, MA 8 
Cross Fells Trail
Avg Rating
Intermediate Intermediate

Shea's Rating
Intermediate Intermediate
The Midstate Trail
Intermediate Intermediate
146.6 km 91.1 mi Ashburnham, MA 5 
The Midstate Trail
Avg Rating
Intermediate Intermediate

Shea's Rating
Easy/Intermediate Easy/Intermediate
Borderland State Park Loop
Intermediate Intermediate
7.4 km 4.6 mi Easton, MA 10 
Borderland State Park Loop
Avg Rating
Intermediate Intermediate

Shea's Rating
Intermediate Intermediate
Jewell Trail
Difficult Difficult
5.6 km 3.5 mi Pinkham Notch, NH 10 
Jewell Trail
Avg Rating
Difficult Difficult

Shea's Rating
Difficult Difficult
Gulfside
Difficult Difficult
8.7 km 5.4 mi Pinkham Notch, NH 4 
Gulfside
Avg Rating
Difficult Difficult

Shea's Rating
Difficult Difficult
Ammonoosuc Ravine Trail
Difficult Difficult
4.6 km 2.8 mi Pinkham Notch, NH 22 
Ammonoosuc Ravine Trail
Avg Rating
Difficult Difficult

Shea's Rating
Difficult Difficult
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