D&D Random Encounters for 5E - Urban

Encounters might be a meeting with a patrol of guards at an old shrine or a familiar looking for aid. It might be an ambush in the wilderness, a stand-off in the city or a monster in the Underdark.
Encounters in an urban environment conjure scenes of derelict buildings, grand temples and overflowing sewers. They could occur in a narrow cobbled street, gloomy graveyard or a busy public park.

tools for - dnd5e encounters urban

level: party size: terrain: sources: type:


1 Cave Bear (Monster Manual p.334)

At an area of discoloured crops (it is touched by arcane magic)
They are investigating a doorway
In a fight they attack whoever is largest
Difficulty... 450 Deadly

At a crumbling citadel (nearby is a dirty mausoleum)
They are hiding from a nearby threat
In a fight they run away if things start going badly
Possibly... they have a crate with 50 lb. of saffron (750 gp)
Difficulty... 600 Deadly

At a shop (near a grove of tall shrubs)
They are are looking for more of their kind
In a fight they single out the foes with least armor
Possibly... they have a pair of Gloves of Thievery
Difficulty... 300 Hard

At an overgrown garden (which is protected by a flying sword)
They are skulking
In a fight they attack whoever is causing them the most pain
Difficulty... 300.0 Hard

At a sacred spring (by a decorated crossroads)
They are investigating waste
In a fight they run away as fast as they can if things go badly
Possibly... during the fight a trap is sprung
Difficulty... 100 Easy