The first parts of the Cockaponset Trail were built in 1934 as a Civilian Conservation Corps (CCC) project. The fruits of CCC labors can be seen on the northern parts of the trail. Look for excellent grading and enduring rockwork. Also, east of the trail just north of Jericho Road, you can see the footings of the old CCC-constructed Turkey Hill Observation Tower. The trail also passes several defunct charcoal production sites.
Traveling along beautiful rolling terrain, crossing brooks and wandering through mature forest, the Cockaponset Trail is a true gem. Many multi-use trails, both marked and unmarked, intersect and occasionally overlap the Cockaponset Trail. To ensure you are on the right trail, follow the blue blazes on the Cockaponset Trail and blue/red blazes on the loop trails. All loop trails begin and end on the Cockaponset Trail.
The out & back is about 14 miles.