A significant part in the middle ages was entertainment and it's capability to keep people content and feeling relieved from the harsh environment offered by technological standarts. From simple farmer on the field to a king on his high and mighty throne had to find his muse or risk losing their mental health.
The quality of entertainment provided was very diverse and often dependant on individual's socio-economical status; Individuals at a court were able to see good actors and actresses acting in old greek play scripts, elfin dancers performing astonishing and often eye catching dance moves, snickering or laughing heartily to an often stinging jokes of a quick witted court jester.
The quality and morality of the entertainment offered would suffer greatly as individual's status decreased, games held by actors and actresses that roam around countryside (often chased by church or political authorities) would sink into base plays, often reliant on quick witted word plays, mockeries and rarely onto sexual shows. Seeing dancers would either mean spending money in an expensive inn, bar or a brothel, or it would be a once in a lifetime only experience at a festival, held by a generous nobleman (or who wanted to keep peasantry in check!).
In the majority of populace, people tended to celebrate even the tiniest achievements to relieve themselves from boredom; after a good harvest, aftermath of a battle or a war and so on. Those events used makeshift or really old and worn out equipment, like dices carved out from bones of a game your grand dad once caught, simple chess made by just a board and badly carved pieces, checkers, horseshoes and so on for games and hastily built (and often dangerous) decorations and platforms to dance to a bard's songs.
Those who took up entertainment profession would often find himself/herself at odds with the clergy, their gigs heavily censored or prohibited altogether for the majority of this profession, simply because most the acts done by entertainers considered immoral or purely against the kingdom of god on earth. This view, however, would slowly gets replaced as the entertained mass' status rose up. While a group of traveling troubadours might find themselves ousted from a village by a low ranking cleric, a skilled huntsman might find himself/herself richly rewarded in a tournament.
Most often, the rebellious peasants who wish to not get tied under a lord, people who are destitute or born into it would fill the roles of roaming gypsies who can bewitch people with their quick hands and wits (or with their mysticism), wander around to show their make believe games or myths on stage as an actors/actresses, make people laugh their coins out with their burlesque jokes, sing people's hearts out as a bard or troubadours, minstrels who can tell a heart warming tale, acrobats and jugglers.