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A blockhead, or stupid fellow. We three loggerheads be: a sentence frequently written under two heads, and the reader by repeating it makes himself the third. A loggerhead is also a double-headed, or bar shot of iron. To go to loggerheads; to fall to fighting.
Definition taken from The 1811 Dictionary of the Vulgar Tongue, originally by Francis Grose.
Locksmith’s Daughter * LollNathan Bailey's 1736 Dictionary of canting and thieving slang
John S. Farmer's collection of canting songs and slang rhymes
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Francis Grose was independently wealthy, having inherited money from his father, a jeweller. Finding himself overspending, he published a number of books; his Provincial Glossary seems to have been the starting-point for the Vulgar Tongue reproduced here.