The northern trailhead is on Greaves Road past Bald Mountain and the Shenipsit State Forest in Stafford, CT.

The trail runs primarily through the Shenipsit and Meshomasic State Forests, and Case Mountain, but also utilizes other public and private land holdings.

[2] The Shenipsit Trail covers 50 miles of rocky, hilly, forested terrain east of the Connecticut River.

Founded in 1929, the CFPA has created and maintained 825 miles of blue-blazed trails in the state of Connecticut.

The Shenipsit Trail passes through the following Connecticut towns from south to north: East Hampton, Portland, Glastonbury, Manchester, Bolton, Vernon, Rockville, Tolland, Ellington, Stafford, and Somers.

The South section of the Shenipsit trail runs from Gadpouch Road in Cobalt to Route 2 in Glastonbury.

A spur trail takes hikers to a rocky vista with views of the Connecticut River, Middletown, and Great Hill Pond just below.

The trail continues north along Great Hill Ridge, crossing Woodchoppers Rd, a dirt road in the state forest.

The Central Section of the trail starts just north of Route 2, and can be reached from Toll Gate Road in Glastonbury.

After crossing the power lines, the trail becomes very rocky and a section of it is referred to by mountain-bikers as “Slick-Rock”.