Kentucky ranks 8th of 51 nationally, with 5,951 roads clearing the "fun" threshold out of 143,384 indexed. Little Shepherd Trail leads the state with a fun score of 93 across 15.7 miles and 225 turns, a strong benchmark by any standard. Just across the border, West Virginia ranks 2nd nationally, making it worth the detour for riders chasing the absolute best the region has to offer.