Contrary to the name you certainly won't feel imprisoned. The solitude of this trail and being on Jailhouse Rock is probably one of our favorite places in Red River Gorge. Have you ever had one of those days where you just want to sit outside alone and enjoy nature? yeah we have too. This is the PERFECT hike to take and clear your mind. The hike is fairly easy with a few rock scrambles. They aren't difficult but do require that you take your time. The trail is unmarked and can be very easy to get lost but hey that's what we are for. Our guides will show you the path to the most breathtaking view. We suggest wearing pants during this hike as the trail is a little overgrown in places.