All Saints Church was rebuilt in the 1860s, but retains earlier features, including the Norman South doorway and chancel arch.
Helmsley Castle is now in ruins. It was built in the 12th century by Walter l`Espec, the founder of nearby Rievaulx Abbey. The ruins are now in the care of English Heritage, who have provided an excellent visitor centre.
The castle was superseded by Duncombe Park, built in the late 17th century for Sir Charles Duncombe by Sir John Vanbrugh.
The Market Square, with its old Market Cross, is surrounded by attractive old inns, shops and houses, and a pretty beck runs through the town.