The trail's southern terminus is in Peterson Park in Wolcott, Connecticut.

Traveling northwestward the trail traverses Buttermilk Falls, several Mattatuck State Forest parcels in Plymouth and into Thomaston before crossing the Naugatuck River and Connecticut Route 8 at Reynolds Bridge.

The trail then travels across Black Rock State Park from east to west before passing to the west of the Wigwam, Morris and Pitch Reservoirs in Watertown and Morris.

The trail begins again to the north in Warren Connecticut at the end of Valley Road at the Shepaug River and Litchfield-Warren border.

It passes on the east side of a Wyantenock State Forest parcel on the west side of the Shepaug and Cairns Reservoirs through Warren before entering another Wyantenock State Forest parcel at the Cornwall town line.