Beginner Off-Road Trails Near Chester, Massachusetts

Stock Bridge Road to Woodstock

Mainly a dirt and farm road with short sections of class 4. Be on the look out for dairy cattle and farm equipment. This is a great drive ant time of the year but when…
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Total Miles
28.3
Tech Rating
3 Easy
Best Time
Su / Fa

Liberty Hill / FR 223

Located in Vermont's Green Mountain National Forest this short trail bypasses a section of Scenic Route 100 north of Pittsfield. A fairly narrow and sometimes muddy section of a few miles is back-ended by a…
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Total Miles
4.8
Tech Rating
2 Easy
Best Time
Su / Fa