D&D Random Encounters - 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.

level: terrain: sources: type:


A group of kobolds

2 Winged Kobolds (Monster Manual p.195)
1 Kobold
1 Giant Wasp

At a dusty mansion. There is a fish-filled pool with a collapsed portal (there is a strange smell covering the area)
They are dancing
In a fight they work together to focus on foes with ranged weapons
Possibly... during the fight someone has a vision of the future
Difficulty... 450 Deadly


1 Half-Ogre (Monster Manual p.238) named Janyn

At a patch of neglected moss by an overgrown shrine to a power of storms (close by is memorial)
They are carrying a body
In a fight they surrender if things go badly
Possibly... they have a crate with 50 lb. of saffron (750 gp)
Difficulty... 200 Medium


A group of warriors

8 Guards
1 Tribal Warrior

At a monastery (close by is few trees)
They are late for something
In a fight they work together to focus on the most visible foes
Possibly... they have a Philter of Love
Difficulty... 562.5 Deadly

At a cottage surrounded by dirt (close by is cottage)
They are part of a local group
In a fight they used ranged attacks on a particular race
Difficulty... 300 Hard

At a ford through a river. There is a fish-filled pool with many frogs with a statue (there are undead tracks that look fresh)
They are having a loud argument
In a fight they attempt hit and run tactics
Difficulty... 100 Easy