Template:Wp-Whittingehame-Darnley and Riccio

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It is said that the plot to murder Mary's husband, Lord Darnley, was discussed at length at Whittingehame castle in 1566, and in March of that year "William Douglas of Whittingehame, brother to Master Archibald Douglas parson of Douglas", is cited as one of those in the conspiracy to murder David Riccio. On 26 August 1582 William Douglas of Whittingehame is cited as one of the Ruthven raiders.

On 28 December 1630, Sir Archibald Douglas, 5th of Whittingehame, son and heir of the previous couple, was a witness to the baptism of Archibald Sydserf at Whittingehame Church, but by 1640 Sir Archibald was dead with no issue. Whittingehame passed to his brother Sir William Douglas of Stoneypath, near Garvald, whose daughter Isobel married, in 1628, Sir Arthur Douglas of the Kellour family, and their daughter Elizabeth (1632–1668) married, in 1652, Alexander Seton, 1st Viscount of Kingston and carried Whittingehame to him (Elizabeth's brother Archibald having died unmarried). Their youngest daughter Elizabeth, carried Whittingehame to her husband William Hay of Duns and Drumelzier, Peebleshire, upon their marriage in 1695. The Hays, as proprietors, were highly esteemed by their tenants.

In 1817 they sold Whittingehame and Stoneypath, near Garvald, to James Balfour, second son of John Balfour, 5th of Balbirnie in Fife, who had made a large fortune in India. James Balfour subsequently enlarged his estate by buying up a great many adjoining properties. By 1900 there were about 25 farms on the Whittingehame estate. The coal mines on their Fife lands greatly increased their prosperity throughout the 19th century.