Sir Henry Ashley (2 October 1519 – 27 December 1588) was an English politician.
He was the son of Henry Ashley of Wimborne St. Giles, Dorset, and succeeded his father in 1549.
He was deputy vice-admiral for Dorset from 1551[1] to 1582 and keeper of the manor and forest of Holt from 1555 to 1566.
He was commissioner for piracy for Dorset in 1565, deputy lieutenant by 1577 and colonel of musters, (Shaftesbury division) in 1587.
In 1547, he married Katharine Basset (b. circa 1522), a servant to Queen Anne of Cleves, the second daughter of Sir John Basset (1462–1528), KB, of Tehidy in Cornwall and Umberleigh in Devon (Sheriff of Cornwall in 1497, 1517 and 1522 and Sheriff of Devon in 1524) by his second wife, Honor Grenville (died 1566), (later Viscountess Lisle) a daughter of Sir Thomas Grenville (died 1513) of Stowe in the parish of Kilkhampton, Cornwall, and lord of the manor of Bideford in North Devon, Sheriff of Cornwall in 1481 and in 1486.