Henry Challons was a sea captain from Stonehouse, Devonshire. He was called "a Gentleman of worth and reputation and very seruiceable for his Prince and Country."
Challons made three voyages to North Virginia and New England in America. During his fourth adventure, he was the captain of The Richard, which sailed from Plymouth, England in August of 1606 with a crew of Nicholas Hine as the master, John Stoneman as the pilot, as well as Maneddo and Assacomoit, two of the five Abanakis captured by George Waymouth from the coast of Maine the year before, now used as guides. On the course of the voyage, The Richard was captured by Spanish galleons and the crew taken as captives to a prison in Seville, Spain.
Recent scholarly literature suggests that Challons was released in May 1608 and returned to England. However, according to Sir Charles Cornwallis, the English ambassador to Spain in 1606, Challons had died in the Spanish prison after a growing despair about sustaining more than three thousand pounds loss of his ship and goods as well as a great financial loss in Ireland. In this account, Challons was sailing the Harry of Stonehouse and not the Richard. In 1620, his widow Anne, with a certificate from a number of influential men -- Cornwallis, Sir Allen Apsley, Sir Ferdinando Gorges, Captain John Barley, and Captain John Smith -- petitioned James I for a license to collect and gather alms.
Iames by the grace of God king of England, Scotland, France, and Ireland, defender of the faith, &c. to all and singuler archbishops, bishops, archdeacons, deanes and their officials ... greeting : whereas wee are credibly giuen to understand aswell by the humble supplication and petition of our poore distressed subiect Anne Challons, the distressed widow of Captaine Henry Challons late of Stonehouse in the the county of Devon (London: Roger Wood and Thomas Symecocke, 1620). Henry S. Burrage, The Beginnings of Colonial Maine, 1602-1658 (Portland, ME: Marks Printing House, 1914), 56-58. Alden T. Vaughan, Transatlantic Encounters: American Indians in Britain, 1500-1776 (Cambridge: Cambridge University Press, 2006), 57-58.