I don't have a thing on the KY WOOD family, but it is interesting that our RIDGE family in Randolph Co, NC married into the WOOD family that came from the eastern shores of MD/VA (one or both)and moved down to Randolph Co, NC. Our earliest ancestor was William WOOD, Jr, (1737-1804) (we could presume that his father was Wm Sr, but in those days many men took the name of Jr even if they were named for an uncle, so we are not certain about that.) All that I have is the group from William Jr who moved into Randolph Co. It might be worth your while to check MD and VA records on the WOOD families, since most KY people came west to the western end of VA, which later became KY.
My Jefferson Co, KY, people (John MILLER, Robert MILLER, James Francis MILLER, James Francis MILLER, Jr and Capt. George Weedon GRAY, RS, and Col. James Francis MOORE, RS, came from the counties of K & Q, VA, Stafford Co, VA and the MOOREs from MD. You can see that my WOOD family could well have had some sons or uncles who moved west. I just don't have any information on that. Below, is the family of William WOOD, Jr., his wife and children. If you see any familiar given names it may be worth following that trail.
Descendants of William Wood, Jr R S Capt
1 William WOOD, Jr R S Capt b: 1737 in Eastern Shore of MD or VA d: April 26, 1804 in Near Farmer, Randolph Co, NC age 67 y, b: William Wood Cemetery
- +Martha KENDRICK b: January 7, 1746/47 in Edgecombe Co, NC m: May 28, 1764 in ? Moved to Randolph Co NC ca 1779 d: February 14, 1831 in Asheboro, Randolph Co, NC - b William Wood Cemetery Father: William Kendrick Mother: Sarah Jones
2 Sarah WOOD b: January 25, 1765
2 Disey WOOD b: December 11, 1767 d: May 31, 1837
---- +Whitlock ARNOLD m: in They lived at Tom's Creek Randolph Co, NC
2 Burrell WOOD b: April 4, 1770 d: May 1, 1847 in Davidson Co, NC (nephew Gray Wood lived with him and inherited)
---- +Margaret BIRKHEAD m: in Lived in Davidson Co, NC - no issue Father: Eleazer Birkhead Mother: Elizabeth Nutwell Nutall
*2nd Wife of Burrell WOOD:
---- +Luraney JACKSON m: December 9, 1809 in Guilford Co, NC
2 Penuel WOOD b: January 22, 1772 in Edgecombe Co? NC d: January 8, 1841 in Randolph Co, NC
---- +Peggy (Margaret?) SMITHSON m: in Lived on Second Creek, just up stream from dau Disey on Uharie River d: Bef. 1805
*2nd Wife of Penuel WOOD:
---- +Sarah KIMBALL Father: Buckner Kimball, RS Mother: Pattie Harriss
2 Rebecca WOOD b: September 6, 1773
---- +Clement ARNOLD
2 William Kendrick WOOD b: April 27, 1775 d: April 3, 1834
---- +Rachel ROBBINS b: May 6, 1790
2 Nancy WOOD b: August 2, 1777 d: in d without issue
---- +TUCKER m: in no issue
2 Dorcas WOOD b: December 16, 1778
---- +William LEE
*2nd Husband of Dorcas WOOD:
---- +Harriss KIMBALL b: 1778 d: 1825 Father: Buckner Kimball, RS Mother: Pattie Harriss
*3rd Husband of Dorcas WOOD:
---- +Henry CROSS m: in no issue
2 Martha Jane WOOD b: June 2, 1782 d: January 5, 1856
---- +Hezekiah NAILER m: in 4 children
2 Elizabeth Betsy WOOD b: November 15, 1783
---- +Ransom HARRISS m: in Lived in Davidson Co, NC - 9 children Father: West Harriss
2 Jones Kendrick WOOD b: July 6, 1790 in Randolph Co, NC d: September 5, 1880 in Randolph Co, NC b: William Wood Cemetery
---- +Ruth Dunn LOFTIN b: April 28, 1793 m: May 3, 1812 d: March 28, 1869 in Randolph Co, NC b: William Wood Cemetery