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Massachusetts
3.0 mi
Distance
No conditions check on file for this trail yet — always verify current conditions before you go.
Little Sister
AI-suggested draft · review before you go
Little Sister — Massachusetts, 3.0 mi.
No permit or access details on file for this trail — check with the local land manager before you go.
Leaning Chimney
~0 min drive
0.8 mi · Moderate
Little Sister Extra Credit
~0 min drive
0.3 mi · Hard
Shawn's Eagle
~23 min drive
0.5 mi · Easy
Driftway II
~24 min drive
0.7 mi · Moderate
Ascention
~1 min drive
0.2 mi · Hard
The Holy Grail
~27 min drive
0.7 mi · Easy
Millers Pond State Park Trail
~1h drive
Moderate 3.4-mile XC loop with flowing singletrack and pond views through mixed forest.
Chatfield Hollow State Park Loop
~1h 1m drive
Hard technical XC loop with steep climbs, rock sections, and pond views.
Bluff Point Coastal Reserve Trail
~28 min drive
Easy coastal XC ride on doubletrack with Long Island Sound views - perfect for beginners.
Singletrack to Nipmuck
~1h drive
Moderate technical singletrack through mixed forest with flowing terrain and rocky sections.