So the term has always been a short hand for over romanticizing both the English past and the lives of poor workers in rural England. But specifically (in as much as it’s possible to tie it to a particular time period) Merry Olde England refers to the early modern period prior to the reformation and the huge number of festivals, celebrations and traditions celebrated in rural Britain. They were extremely frowned upon by Protestants (particularly puritans) as popish, non biblical and a throw back to pagan ceremonies (which they weren’t as it happens, most of them only dated back to the late medieval period)
Also following the Restoration of the Monarchy after Oliver Cromwell died. Charles II was known as the “Merrie Monarch” and his court, and the tone it set, stood in stark contrast to the dour puritannical morals that were pushed on society by Cromwell’s government.
I thought merry referred to drinking? There’s often someone holding a mug of ale in old drawings?
I have read blogs by Americans that visit Britain. They’ll mention cultural differences that surprise them. Heavily drinking on a night out is mentioned.
That would be “John Bull”, an imaginary figure who is a personification of England, similar to the American ‘Uncle Sam’. He is shown in cartoons and caricatures as a prosperous farmer of the 18th century. The John Bull character was that of a drinking man, hard-headed, down-to-earth, averse to intellectualism, fond of dogs, horses, ale, and country sports.