Point of Insanity Game Studio on Facebook: Please "like" POIGS. Clinical studies have shown liking small press role playing game companies on Facebook has no dangerous side effects and in fact increases your geek cred.
Eclectic Media Project: Home of Eclectic Media Project, a site featuring podcasts, artwork, and a little something for almost everyone.
General Role Playing sites
RPG.net: General role playing website with reviews, columns, and forums.
Drivethrurpg: One of the sites operated by One Book Shelf. Seller of Point of Insanity Game Studio products and many fine other publishers.
Geek Native: A site featuring random geek news, be it related to role playing games, movies, video games, and comic books.
Conventions
Fire and Ice: Website for Fire and Ice Game Convention in Manitowoc, Wi.
NEW Gameapolooza: Northeast Wisconsin Gameapalooza is a small convention held in October at UW Oshkosh. It replaced OshCon.
Let's Play Green Bay: A gaming convention in Green Bay, WI.
Other vendors and role playing game companies
Chimera Hobby Shop on Facebook: Brink and mortar store with locations in Appleton and Fond du Lac, Wisconsin..
Erisian Entertainment: Game publisher based out of Green Bay.
King Zombie: For all your zombie needs, KingZombie.com is an online store specializing in zombie related merchandise.
Radio Free Borderlands: A podcast ran by a good friend of mine named Dan. His podcast focuses primarily on Dungeons & Dragons.