Shillingstone features in the Domesday Book of 1086 as a settlement of 46 households, with meadow, woodlands and a mill, under the lordship of Ascelin Its name is a derivation of Eschelling's (or Ascelin's) town. It once had the tallest maypole in Dorset - 86 feet high.
Shillingstone station still survives intact on the former line of the Somerset and Dorset Joint Railway now part of the North Dorset Trailway. The station is one of the best-preserved on the Somerset and Dorset
line since the railway's closure in 1966. It opened on Monday 31 August
1863 and closed just over a century later on Sunday 6 March 1966. The
station is undergoing extensive restoration by the Shillingstone Station
Project, supported by the North Dorset Railway Trust.