Encounter: Tossup on the Tollroad
Artsource
Setup: The party are travelling either by themselves or as guards for some caravan, making their way along an old road widely known to have fallen into disrepair thanks to the local lord's mismanagement.
What a surprise then when the party approach an old fortified toll house and discover it garrisoned with troops in the lord's livery, who are now expecting them to pay exorbitant fees for the privilege of crossing into the lord's domain.
The toll collectors are beligerant and one or two even appear drunk. Not paying their toll ads days, maybe weeks to the party's journey, and crossing overland will not only be slow going, but dangerous, as monsters have been known to be creeping back into the region from the wilderness (again, due to the lord's mismanagement).
Challenges & Complications:
Plenty of folks call tollgates "highway robbery" but in this instance it's far more literal. The garrison are infact a group of bandits who have laid their hands on some of his soldier's uniforms, or fashioned crude imitations. The ones interacting with the party have mostly legitimate looking outfits, but those standing back have increasingly flimsy disguises which a perceptive character might notice.
The bandits demand to inspect packs and cargo for "contraband" as a means of seeing whether the party is worth robbing beyond paying their hiked up crossing fee. If one of them finds something good, they make a quick signal to the ones on the battlements which tells them to drop the portcullis after the travellers are through, cutting off their escape before launching their attack.
More than a couple merchants have fallen victim to the ruse already, and the party may notice the their wagons and pack animals tucked away, some of the former showing signs of struggle. The contents of these wagons are sitting inside the fortress waiting to be fenced, meaning a party that defeats the bandits may have stumbled into a small fortune of trade goods, as well as mementos, messages in need of delivery. My advice is to cram this treasure-drop full of quest hooks.
Selling the goods may get the party accused of banditry themselves, turning a potential payday into a brush with the law.











