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You're right on the 'ridings'; I see Southhold was in the East Riding of Yorkshire. But there must have been another Hastings, which was made one plantation with Rye in 1665 by act of the Conn General Court. (Charles Baird's History of Rye, pp 30, 89.) I assumed this was the Hastings of (or from) which John Budd was Commissioner.
As far as I can make out from the wealth of detail, New York laid claim to a reluctant Rye about that time (1665), but didn't firmly annex it from Connecticut until about 1685. (Baird, p 111, among others). By that time, grandson Joseph Budd and his father-in-law, Humphrey Underhill, were gearing up.
I don't have a clear picture of the western counties of Long Island, but I didn't think Westchester County was part of it. Could Middleburgh by any chance have been the Midwout of New Netherlands?
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