The Five Pits Trail is a rail trail in Derbyshire, England. It consists of a network of surfaced walkways for recreational use. The approximately 5.5-mile-long (8.9 km) trail links Grassmoor to Tibshelf. The Trail can be extended to 7.5 miles (12.1 km) by continuing along the route to Williamthorpe Ponds and Holmewood. Derbyshire County Council created the Five Pits Trail in 1989, following the route of the former Great Central Railway which served the five main coal mines of Grassmoor, Williamthorpe, Holmewood, Pilsley and Tibshelf.
Access to the Five Pits Trail is possible via numerous footpaths which cross it, and by a number of roads which cross it. There are car parks provided at several locations: Church Lane in Tibshelf, Station Road in Pilsley, Timber Lane near Astwith, and at both the Birkin Lane and the Mansfield Road entrances to Grassmoor Country Park.