Sir Henry Cholmley (1609–1666) was an English politician who sat in the House of Commons at various times between 1641 and 1666.
He was arrested by order of the restored Rump Parliament on 18 February 1660 but three days later he returned to the House of Commons when the secluded Members were readmitted.
In 1666 he was persuaded to deputise for his nephew, Sir Hugh Cholmley, in superintending harbour works at Tangier.
However, the deputy governor, Henry Norwood, found his excessive zeal and uncontrollable temper intolerable.
He died in Tangier a few months later and his body was brought home for burial in his private chapel at West Newton Grange on 30 June 1666.