May Day ‘Round the Maypole
Interestingly enough, I was unable to find any listings for the oldest known photo of a maypole.
But I did learn that the modern version of the ritual dates from the mid-1700s, the earliest mention of it is attributed to Chaucer, but likely dates back at least to the Roman Britannia. But others claim it came from the Germanic lands and arrived in Britain during the Anglo-Saxon migrations and the rituals related to the goddess Flora.