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The earliest known member of the House of Stewart was Flaald I (Flaald the Seneschal), an eleventh century Breton noble who was a follower of the Lord of Dol and Combourg. Flaald and his immediate descendants held the hereditary and honorary post of Dapifer (food bearer) in the Lord of Dol's household. His grandson Flaald II was a supporter of Henry I of England and made the crucial move from Brittany to Britain, which was where the future fortunes of the Stewarts lay.

Walter the Steward (died 1177), the grandson of Flaald II, was born in Shropshire. Along with his brother William, ancestor of the Fitzalan family (the Earls of Arundel), he supported Empress Maud during the Anarchy. Maud was aided by her uncle, David I of Scotland, and Walter followed David north in 1141, after Maud had been usurped by Stephen. Walter was granted land in Renfrewshire and the position of Lord High Steward. Malcolm IV made the position hereditary and it was inherited by Walter's son, who took the surname Stewart.

The sixth High Steward of Scotland, Walter Stewart (1293-1326), married Majory, daughter of Robert the Bruce. Their son Robert was heir to the House of Bruce; he eventually inherited the Scottish throne when his uncle died childless in 1371.

In 1503, James IV of Scotland attempted to secure peace with England by marrying Henry VII's daughter, Margaret Tudor. The birth of their son, later James V, brought the House of Stewart into the line of descent of the House of Tudor, and the English throne. Margaret Tudor later married Archibald Douglas, 6th Earl of Angus, and their daughter, Margaret Douglas, was the mother of Henry Stuart, Lord Darnley. In 1565, Darnley married his half-cousin Mary, the daughter of James V. Darnley's father was Matthew Stewart, 4th Earl of Lennox, a direct descendant of Alexander Stewart, the fourth High Steward, and Mary's heir presumptive, who had changed the spelling of his surname whilst at the English court. Therefore Darnley was also related to Mary on his father's side, and at the time of their marriage was himself second in line to the Scottish throne. Because of this connection, Mary's heirs remained part of the House of Stewart. san fransisco sightseeing florida discounted dental care cheap spanish holiday