Leonard Harold Claydon (December 31, 1915 in Winnipeg, Manitoba – December 8, 1971) was a politician in Manitoba, Canada. He served in the Manitoba legislature as a Progressive Conservative from 1969 until his death.
Claydon was educated at Winnipeg public schools and St. Johns College. He worked as a merchant and technician, and served in the Royal Canadian Air Force from 1940 to 1946, spending three and a half years overseas and reaching the rank of Flight Lieutenant. He later operated a hardware store in Winnipeg. He was a Scottish Rite freemason and a member of the United Church of Canada. Claydon also worked for the Canadian Pacific Railway and Trans-Canada Airlines.
He was elected to the Winnipeg City Council in the 1960 municipal election, was re-elected four times. He chaired the city's Public Works Committee from 1961 to 1969, and served as acting deputy mayor in 1968.
Claydon won a by-election for the Manitoba legislature in the riding of Wolseley in February 1969, following the resignation of former Premier Dufferin Roblin. He remained a member of the Winnipeg City Council after his provincial election.
Claydon was re-elected in the 1969 provincial election, but died two years later in Winnipeg after a lengthy illness.