The Bowles of Tiny township, Simcoe county, Ontario

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Several sons and daughters of Robert Bowles moved from Fenelon Falls, Victoria county to settle in Tiny twp. in 1880.

See The Robert Bowles Family of Quebec City and The Bowles of Victoria County for more information on this family.

Bowles Family entries in the Penetanguishene Methodist Circuit Registry for Randolph, Ontario (covers 1880 to 1914)

In the Farmers Directory for the County of Simcoe, 1890 I found the following:
Name, Post Office Address, t=tenant, f=freeholder, Con., Lot
Tiny Twp
Bowes, George, Penetang, f, 20, 7
Bowles, Walter, Randolph, f, 15, 11
Bowles, WH, Penetanguishene, f, 13, 18

In Copeland's Cemetery there is a listing as you described:

RAY, John (ship builder) who d. in Quebec Oct 1824, his wife - GILLEY, Mary d. age Fenelon, Ontario 10 April 1873 at 80 yrs.

RAY, Eliza wife of BOWLES, Robert d. 4 Mar 1891 age 73 yrs.

BOWLES, Robert 1814-1894.