Encounters on the roads

What happens while the characters are plodding along the king’s roads connecting towns and cities in fairly populated lands? These encounters are intended for roads where the heroes are more likely to meet other travellers than wildlife or monsters.

This table is designed for a European inspired fantasy set in a technological and cultural age equivalent to the Middle Ages up to the Early Modern Period (ca. 1100-1750 AD.).

This generator currently has 100 entries.

Give me five!

A fallen tree blocks the road; in front of it stands one man pretending that his horse is lame. Meanwhile, a small number of fellow highwaymen are hidden in the bushes, waiting to ambush the characters from behind while their guard is down.
A runaway teen tries to attach him- or herself to the party, making up some vague story about parental abuse or having seen something they shouldn’t. May actually just be mad about their chores.
A charming and roguish character attempts to attach him- or herself to the heroes as they travel towards the next town. He is in fact a spy of an enemy country or faction, seeking safe passage into town and hoping to blend in unnoticed.
Heavy rain has caused a mudslide, ruining a stretch of the road; the characters will have to make their way around it, a detour that adds anything from a couple of hours to several days’ time to their journey.
A lost child wanders the road alone. Abandoned by parents who could not afford to feed their offspring? Wandered away from their cart unnoticed? Run away from home?
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18th century rider on a Friesian horse.

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