The A537 runs for just over 20 miles (32.5km) mainly through Cheshire, from the A50 in Knutsford to the A54 near Buxton in the Peak District, via the town of Macclesfield.
The section west of Macclesfield runs from the affluent town of Knutsford through lowland Cheshire countryside and passes the small villages of Ollerton, Chelford and Henbury. At Chelford we meet the A535 and B5359, and at Monk's Heath we cross the A34.
East of Macclesfield, the A537 is the famous Cat and Fiddle road as it meanders through the Peak District National Park. The road reaches its highest point adjacent to England's 2nd highest pub, the Cat and Fiddle. At 515m (1,690ft) above sea level, it's the highest road in Cheshire, the 2nd highest A-road in the Peak District, and the fourth highest in all of England. Its sharp turns and steep drops means it regularly ranks as the most dangerous road in England.
In Macclesfield itself, the current route of the A537 now follows Cumberland Street and Hibel Road. This route was created in the early 1990s, partially as new-build and partially by realigning existing streets, bypassing the town centre to the north. They were constructed in conjunction with the nearby A523 Silk Road.