Winding Road may refer to:
Winding Road (magazine), a digital automotive enthusiast magazine
"Winding Road" (Ayaka and Kobukuro song), 2007
"Winding Road" (Porno Graffitti song), 2006
"Winding Road", a song by Ayumi Hamasaki from the album My Story
The Winding Road, a 1920 British silent film
Hairpin turn
