The Nipmuck Trail is a Blue-Blazed hiking trail system which meanders through 34.5 miles of forests in northeast Connecticut and is maintained by the Connecticut Forest and Park Association. The Ashford section bisects the town from its southwest corner to its northeast corner, passing through public and private land, with the trail continuing all the way to Barlow Mill Road at Bigelow Brook (the boundary with Eastford), a total distance of 15 miles through Ashford. Difficulty varies by section: the southern sections are dominated by water features and well traveled with largely easy to moderate difficulty, while the northern sections are more challenging, rugged and remote forest with lots of elevation change. Highlights on the trail include Wolf Rock (an enormous glacial erratic), a lookout over Mansfield Hollow Lake, 50′ Cliff, Pixie Falls, Ladies Room Rock, Coye Hill (highest point on the Nipmuck Trail), and the Fenton and Mount Hope rivers. The trail crosses several roads where parking is available, and the hike can be broken into shorter legs.