Chimney Top Overnight Loop is a 10.7 mile loop trail located near Pine Ridge, KY and is rated as moderate. The trail is primarily used for hiking and is accessible year-round.
I hiked NE from Koomer ridge campground on the Koomer Ridge trail #220 to the Rough Trail #221. I turned left, NW to the Sheltowee Trace where I turned right, North. I hiked to the Red river suspension bridge near Chimney top on the map (but this trail doesn't go to Chimney Top so it is mid-named). I hiked in January and Chimney top creek was high. The trace crosses the creek 4-5 times in this section. I waded (burr) and balanced across fallen trees across. At the bridge I turned around and followed the trace past Rough to the BR trail #226 left, SE. Back to KR #220 right, S, and back taking the right fork #208 to hidden arch the back to the car. The app shut off for a while but I think this route was 13 miles. It took me 6 hrs. Beautiful hike.