Flex that download clicker button its going to get wore out. The only way to get on this list is it has to be free. So click away.
The Generator of Random Generators Chaotic Shiny Productions has a too many great free generators to list.
Swords & Wizardry
Swords & Wizardry Core Rules by Mythmere Games
Swords & Wizardry White Box Set by Mythmere Games
S&W Character Sheet by Grim
S&W Character Sheet by Burke
Full List of S&W Links
Quick Primer for Old School Gaming by Mattew Finch
Labyrinth Lord
Labyrinth Lord : Revised Edition from Goblinoid Games
Advanced Edition Companion from Goblinoid Games
Labyrinth Lord Character Generator
Basic Fantasy Role-Playing
Core Rules
Other Game Systems
Mutant Future : Revised Edition by Goblinoid Games
D6 Fantasy by West End Games
Gore by Goblinoid Games
Strange Trails by Trey of From the Sorcerer's Skull
Dark Dungeon 2nd Edition by Jaap de Goede of Dark Dungeon 2nd Edition
Gaming Resources
Blank Numbered Hex Sheets hosted by Judges Guild
Hex and Graph Map PDF Generator by Incompetech
Hex Map Generator from The Isomage's House
Tricks, Empty Rooms & Basic Trap Design by Courtney Campbell of Hack & Slash
Dungeon Entrances by -C of Hack & Slash
Spellbook Traps by -C of Hack & Slash
Wine, Women and Song = Experience Points by The Mule Abides
Cult Template by Fitz of Shouting Into the Void
Random Cult Generator by Evan of In Places Deep
Have Some Shields by Telecanter's Receding Rules
Twenty Quick Questions for Your Campaign Setting by Jeff Rients of Jeff's Gameblog
Hamlet, Village, Town by Talysman of The Nine and Thirty Kingdoms
Overcomplicating Coins by Matt Stater of The Land of Nod Blog
Rule/Chart Variations
Surprise Chart by Roger the GS of Role, Rules, & Rolls
Simple Ammunition Tracking by Telecanter's Receding Rules
Shields Shall Be Spintered by Trollsmyth
Kellri Gets His Own Category
Old School Monster Stat Block Reference edited by Kellri
Old School Spell Reference edited by Kellri
Old School Dungeon Geomorphs by Kellri
Old School Encounters Reference written & edited by B. Scot Hoover
Monsterology
Monsters from Monstrous.com
Mythical Monsters by Charles Gould B.A.
Lands & Adventures
Blackmarsh by Rob Conley from Bat in the Attic
Unnamed Megadungeon by David from the Tower of the Archmage
Living Forgotten Realms Adventure Archive hosted by WotC
The One Page Dungeon Codex 2009
Tomb of Sigfel by Goblinoid Games
Adventure Archive at WotC
Writing Resources
The Big List of RPG Plots by S. John Ross
650 Fantasy City Encounter Seeds & Hooks by Johnn Four
Adventure Generators
Random Ruins & Ronin Scenario Starts Generator by Sean Wills a.k.a. Geordie Racer
Dungeon Generators
Djeryv's Dungeon Door by Djeryv
Random Dungeon by WotC
220 Random Dungeon Generator by drow
Dave's Mapper by Dave Millar
Dungeon Layout by Melan
Random Dungeon Map Creator by Grozzy's Cartographic Emporium
Treasure Generators
Labyrinth Lord Treasure Generator by Mark Hassman
Treasure by Courtney Campbell of Hack & Slash
NPC Generators
Meatshields! by kitedyaksman and cr0m
Grim's "Roll all the Dice" NPC Generator by James R. "Grim" Cone
Grim's "Roll all the Dice" Tavern Patron Generator by James R. "Grim' Cone
Grim's "Roll all the Dice" Treasure Map Generator by Jame R. "Grim" Cone
Quickie Character Backstory Generator Tables made and posted to Dragonsfoot by ckutalik. Based on a set of tables published by Paul Jaquays in Dungeoneer #9. This page by K. Bailey.
AD&D NPC Generator by Brad at Skull Crushing for Great Justice
Magazines
Encounter
Footprints
& Magazine
Random, Random Generators
1000d Mutation Generator from the Realms of Chaos: Slaves to Darkness book. Updated by SlackRatchet.
Keys : Roll all the Dice by -C of Hack & Slash
The Unexpurgated Dragon Generator by E.G. Palmer of Old Guard Gaming Accoutrements
Town Name Generator by K4 Supply Co.
Blogging Resources
Printer Friendly & PDF Button for Websites and Blogs
Old School PRG Blogger Advancement Table by Trey of From the Sorcerer's Skull
Random Blog Post Topic Generators from The Rusty Battle Axe
Helpful Tips
New DIY DM Screen by Stuart from Strange Magic
9 Ways to Enhance Game Immersion by Cyclopeatron