Cumberland Heritage Trail (KY-92)
Kentucky Route 92 stretches over 100 miles from the Lake Cumberland shoreline west of Jamestown east to US-25E near Fourmile in Bell County, designated as part of Kentucky's Cumberland Cultural Heritage Trail corridor. The eastern section between Williamsburg and Pineville is the motorcycle highlight: 38 miles of curving two-lane alongside the Cumberland River with dense forest canopy, rolling foothills, and access to the Big South Fork National River and Recreation Area near Stearns and the Daniel Boone National Forest. The road narrows to a challenging single-lane in several forest sections. Lake Cumberland's Wolf Creek Dam area and General Burnside Island State Park anchor the western end.
What you'll hit along the way.
Rider-verified stops, overlooks, fuel, and the corners worth knowing about — in the order you'll meet them.
Coopersville
A quiet community that marks the beginning of the Cumberland Heritage Trail through McCreary County.
Stearns
A former coal and timber company town with preserved historic structures and access to Big South Fork recreation area.
Shell
Convenient fuel stop in Pine Knot at roughly the midpoint of the route.
Williamsburg
The largest town on the route, offering food, fuel, and services near the University of the Cumberlands.
Siler
A small community near the Tennessee border that marks the southern end of the Cumberland Heritage Trail.
No runs logged on this road yet — be the first.
Runs are rider-logged & GPS-traced in the app
Ride your own ride — times are rider-logged & GPS-traced, never a race on public roads.
Shot by the riders who've run it.
Riders upload photos to their profile and tag the road or stop — tagged shots show up here automatically.