General
Critical Role’s Handbook Helper: A series from the folks at Critical Role, helping newcomers to D&D and old-timers alike navigate the technicalities of the game.
GM Tips : Geek & Sundry's Youtube show for DM/GMs, featuring fantastic advice from big RP names like Matt Mercer, Satine Phoenix, and more.
Matthew Colville : A Youtube channel created by a very well-respected, long-time DnD player about running Tabletop games. Invaluable advice for DM/GMs can always be found here.
Obsidian Portal : A website which allows you to create wikis for your campaigns/storylines.
Roll20: A digital suite for tabletop roleplay. Comes with a marketplace, and easy-to-use tools to help any group get together over any distance.
XDM X-treme Dungeon Mastery : A book with advanced tips on adding flavor and new perspectives to your tabletop RPGs.
Dice Rollers
Rolz : A simple and easy-to-use dice roller with rooms you can create and join.
Wizards of the Coast Dice Roller: Easy-to-use dice roller for WOTC systems.
Generators
Creativichee : A catalogue of various generators, including monster, personality, alien society generators and more.
Donjon : A catalogue of various generators, including world, name, item, encounter generators and more.
Fantasy Name Generators : A large catalogue with name generators for generic fantasy, specific settings, real life, and more.
Plot Generator : A generator for storylines and plotlines.
Ritual Details Generator : A tool for creating magical rituals.
Maps
Inkarnate: An in-browser map painter. Create maps for your tabletop games, worldsetting, or anything else. Comes with grid features, unique stamps, and terrain painting tools. Free and paid versions.
Flowscape: A terrain and scene design software. Allows anyone to create a 3D scene, or top down terrain maps. Purchase required.
Old Maps Online : A catalogue of real life, historical maps.
Dungeon Painter Studio : A program that allows you to create both overland and detailed indoor maps.
RollforFantasy Map Creator : A simple and easy-to-use map creator for world maps.
Wonderdraft: A mapmaking software, with in-depth water and land creation features, terrain brushes and painting, and scene stamps. Purchase required.
Settings and Systems
Dungeons & Dragons 5th Edition: The official website for D&D 5e. Check out their New To D&D section for How-To Guides and content.
World of Darkness: The official page for World of Darkness, the creators of Vampire the Masquerade, Bloodlines, and Werewolf: the Apocalypse.
13th Age SRD : A rules reference site for 13th Age, an alternative d20 game created by some of the developers of DnD 3e and 4e.
d20 Hero SRD : A rules reference site for the superhero tabletop game, Mutants & Masterminds.
d20 Modern Wiki : Find the d20 Modern SRD and homebrew content on the main page of this DnD Wiki.
Dungeon World SRD : A rules reference site for the DnD-like Kickstarter success, Dungeon World.
Sword and Wizardry SRD : A rules reference site for the nostalgic game copied from the earliest Dungeons and Dragons content.
Triten : A tabletop RPG system designed to be versatile and simple in order to lower the barrier of entry for Pen and Paper RPGs.
Setting-Specific Tools
Dungeons and Dragons
3.5 Edition SRD : A rules reference site for DnD 3.5e which also includes homebrew content.
5th Edition SRD : A rules reference site for DnD 5e which also includes homebrew content.
Blog of Holding : A creative DnD blog with tons of good tips, ideas, educated opinions, and inspiration for DMs.
DnD Beyond : An intricate and useful system for character sheets, homebrew content, and more.
DnD Wiki : A wiki for 2e and up.
Dungeon Master's Guild : An online store with DnD content created by DMs like yourself. You can sell your own original DnD adventures, monsters, player classes, etc on the Dungeon Master's Guild as well.
The (Not Really) Complete Tome of Spells : A massive list of spells converted from 2e to 5e.
The Pike Horde : A Reddit thread about an alternate view of Orcish warfare.
Elder Scrolls
The Ta'agra Project : A fan-created language for the Khajiit
Middle Earth
Elven Phrases : A well-organized list of useful Elven phrases.
Pathfinder
Pathfinder Reference Document : A rules reference site for Pathfinder.
Pathfinder SRD : A rules reference site for Pathfinder which also includes homebrew content.
Star Wars
Coruscant Translator : A fan-made translator for various Star Wars languages.
The Lore Master : A Youtube channel featuring in-depth videos about Star Wars lore.
Sound/Music
Ambient Mixer : Atmospheres to immerse your players.
Tabletop Audio : Music and atmospheres to immerse your players.
Worldbuilding
World Anvil: A multi-functional website that allows GMs, writers, and worldbuilders to create immersive content for their own world with in-depth categorization and an array of tools.
Writing
Brandon Sanderson Writing Course : Bestselling Fantasy author Brandon Sanderson's insightful college course on writing sci-fi and fantasy in its entirety.
Springhole.net : A list of helpful articles regarding writing, roleplay, and worldbuilding.
Writing Excuses : The long running podcast hosted by successful authors who talk about the nitty-gritty details of writing fiction. They're all roleplayers too, so there's plenty of good advice for players and DMs as well.
Other
Adventure Scents : An online store where you can buy scents such as Ancient Library, Dank Dungeon, or Steam Train to enhance the atmosphere of your tabletop games.
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A guide elaborating upon the characteristics of defense, and how they manifest.