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Prison Break Insanity

Author: MonkeyDM

Addon: Content which can be added into any game - new or existing!

Price: $5.99

Attempt the Jailbreak of a Century!

Prison Break Insanity is a Fifth Edition adventure optimised for three to six characters of 10th level. Full of clockwork monsters, chase sequences and an intense dungeon crawl, culminating in an epic boss battle atop the prison!

This is a challenging adventure, that will test the resourcefulness of your players. Full of steampunk vibes, with a new clockwork monsters specifically created for the adventure (the jailors, and all their variations), and all the things you'd expect to find in an antimagic prison. This adventure is for level 5 adventurers ideally, and can be used perfectly to take a break from a main campaign, or as side quest to an existing world, or to run if your players got themselves captured.

This adventure is a unique experience. Although it has some lighter tones, you are still sentenced to death in a supposedly unbreakable prison. You'll travel deep within the bowels of the Clockwork Conservatory to fight your way to freedom. It offers some never-seen before encounters, with a roster of brand new monsters!


The Clockwork Conservatory is a gigantic prison-laboratory hybrid, which expands high into the sky, with 9 levels and ever-changing hallways designed to shift their layout every few hours. To the general public, this location is but a prison. But to those more knowledgeable, they know it to also be the place where experiments of extremely deadly nature take place, sometimes on the very prisoners who find themselves locked up. The wardens? Humanoids who have been deprived of their humanity and turned into Jailors, lawful keepers of the Conservatory's knowledge.

Regardless of why you are imprisoned, be it murder, theft, or you being framed, one thing is sure, you have been sent to jail, rightfully or not. You do know one dramatic piece of information, you've been scheduled to be executed next week. Now is the time to act if you wish to see another day.


MonkeyDM built all of these features and benefits into the adventure:

Quick Guide

System: D&D 5E
Starting Level: 5
Length: 3-5 hours
Installation: Add-On
Sheet: D&D 5E by Roll20


Install this Add-On via the dropdown menu in the Game Addons section of the Game Details Page. Select Prison Break Insanity and click on the blue Add to Game button beside the drop-down menu.

Bug and Technical Issue Reporting

If you encounter any bugs or technical issues with this adventure or any other MonkeyDM adventure, visit the Bug Report Page and let us know!

i Can only be used with Roll20; cannot be downloaded.

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License: Roll20 End User License Agreement
(Personal Use Only, Do Not Distribute)