So what to look for? Whether you've never played OSR games, or you're a veteran looking for the hottest new games and adventures, here we go!
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OSR GAMES: THE BIG ONES
Worlds Without Number - Kevin Crawford's masterpiece, and one of the most successful games on the whole DrivethruRPG platform. A great game in itself, and a book with tons of tools to generate everything, from world building to adventures, whatever game system you prefer.
Old-School Essentials - The Whole Line - The best retroclone around, a faithful reproduction of the B/X D&D rules, with an exceptional work done on the text to make it clear and user-friendly, with an egregious layout. Recommended if you're new to the OSR and want the distilled, simple experience of the original B/X rules. Everything you need to play in one book. Also, my favorite OSR game. If you are new to OSE or B/X, go with the Classic Rules Tome. The Advanced Player Tome and Referee Tome are also on sale, if you want to expand your B/X with lots of options without power creep.
Dungeon Crawl Classics RPG Core Book - A glorious OSR game that is not a retroclone but captures the feel of old school games, with unique mechanics that build on a solid d20 system, generally compatible with other OSR stuff. Recommended if you want a more modern cut, while true to the spirit of OSR... and you like crits and fumble tables.
OTHER OSR GAMES
GROK?! - by Lester Burton, an impressive little system for quick games.
ZWEIHANDER RPG - If you need to scratch that WHRPG itch with a retroclone.
Against the Darkmaster - The clone of the old Middle Earth RPG, minus Tolkien, plus metal!
A lot of supplements and adventures are included in the GM's Day Sale, including a bunch of super hot new adventures:
Chance Dudinack's Secret of the Black Crag - From the author of the excellent The Black Wyrm of Brandonsford (which is on sale too), a big island-crawl adventure with a big dungeon!
Pauli Kidd's big huge Wolf's Head Tor, a 233-page setting, with a megadungeon included, developed from the author's original '70s campaign! Can you imagine going more old school than that?
Peril in Olden Wood - An acclaimed, big huge regional adventure for OSE, level 3-5.
Bottomless Pit of Zorth - Another acclaimed adventure, with a slime theme and insane art, for characters level 3-5.
Tomb Robbers of the Crystal Frontier - the acclaimed adventure by Gus L, set in a fantasy wasteland with western vibes.
The Gardens on Ynn - A point-crawl adventure set in an ever-shifting extradimensional garden, with a system to generate content while you play.
The Stygian Library - Gardens of Ynn's twin, this time a dungeon set in an infinite, extradimensional library.
And finally, my OSR stuff you may want to check:
Axian Library - A collection of five zines with options and rules and LOTS of tables for Old-School Essentials and other B/X clones.
Falkrest Abbey - by Andrea Mollica and me. Well if you haven't picked up this adventure yet, you can grab it now for 0.85. People say it's a decent one :)
Into OSR? Check my other OSR posts!