Nipmuck Trail : Yale Forest
in Ashford, CT
Parking: Small pull-off near 253-77 Boston Hollow Rd Ashford, CT
Boston Hollow Rd is an unpaved road through the Boston Hollow ravine. I had the surreal experience of visiting this spot for the first time while driving in a friend’s 1930 Model A. Bumping along on the dirt road in an old car through this unique ravine was the best way to start this hike.
From the pull-off the Nipmuck Trail swiftly ascends the western ridge of the ravine, though steep the climb is fairly short. The trail then heads off the ridge and soon reaches a rocky overlook with a view southwest.
The trail then winds through the forest and ledges in a hilly hike until reaching Barlow Mill Rd. A loop hike can be done here by hiking back on Barlow Mill towards Boston Hollow and back to the pull-off. The approximate distance is around 4 miles.
From Barlow Mill Rd the trail also continues north to Bigelow Hollow State Park.
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Boston Hollow is one of the most well-preserved ravine faults in eastern Connecticut. Boston Hollow Rd is a portion of the Center Turnpike, constructed in 1827.