Digg.com - News submitted by users and then ranked by other users.
BugMeNot.com - This site has usernames and passwords that allow you to bypass the free registration and login for sites such as newspaper websites, forums, and even Microsoft's Passport.net.
AddictingGames.com - This site is one giant collection of flash and java games. Some games are incredible, some games suck, but most games are a fun waste of time.
www.FindMyHosting.com - Looking for someone to host your web page? This great site allows you to search by price, host OS, disk space, monthly transfer, etc. Very nice.
Pricelessware - This is a list of freeware programs that have been voted as the best on the alt.comp.freeware newsgroup. It is organized into categories that contain a few programs each. Every year they release a new list.
Only the Best Freeware - This great site has tried several freeware programs for a specific category and narrowed it down to only the best one so you don't have to waste time trying several.
Freeware Arena - Try this site if you can't find what you are looking for at Only the Best Freeware. This site has many more categories and programs, so you may have to try several to find the one that is right for you.
Tiny Apps - This site is full of small applications that only use a small amount of memory. This is a great site to look at if you are fixing up an old computer.
DistroWatch.com - Find a linux distribution that fits your needs. I suggest checking out the distributions on the right side under "Page Hit Ranking". I prefer Mepis and Debian, although Mandrake is also a good choice for novice users.
LXer.com - Good Linux and Open Source news.
The Linux Game Tome - A very good site to find games for Linux. Most of them are freeware but a few are commercial. Screenshots, ratings, forums, and all that jazz.
GnomeFiles - A software repository for software written with GTK toolkit. A good resource to find software to go with your Gnome or XFCE desktop on Linux.
OSDir.com - O'Reilly's news portal for open source and Linux news. They pull stories from many other sites, so this should keep you well informed. They also have a screenshot gallery that holds a huge collection of screenshots from Linux distributions and open source applications.
How Stuff Works - This site has settled many disputes I have with other people. They offer clear explanations for how stuff works. Well designed and has information that would probably be more useful to the average person. One of the top 400 sites on the internet.
MIT OpenCourseWare - The Massachusetts Institute of Technology has decided to put many of its classes online. They are free and do not require any type of registration. This is an excellent source of supplemental information for college.
FirstGov.gov - A web portal run by the United States government that allows you easy access to other government websites and resources. You can get information about applying for grants, getting student aid, getting help with your taxes, changing your address, renewing your drivers license...
Cryptome - This site is comprised mostly of documents about the United States Government that have been leaked or obtained by legal means. The FBI watches this site regularly and has requested access logs before. This doesn't mean that this is an illegal site, it just means you should not visit it on any computer that you wouldn't want the FBI to look at. Be sure to check out their Eyeballing series.
The Memory Hole - This site has many "cold shouldered" stories that, for the most part, are unavailable anywhere else. This site isn't updated every day, which is too bad because the information they have is great.
GlobalSecurity.org - This is probably the most well know of the sites on this list. It is often quoted by the news and the founder, John Pike, has often testified before Congress. The site has tons of information on governments, weapons, homeland security, current and past wars, and other assorted "good stuff".
Electronic Frontier Foundation - This site is dedicated to information about you and your rights in a digital world. They focus on the freedom of information, censorship, and the responsibilities that companies and governments have to protect a persons privacy and rights. They explain these topics in a way that you can understand and encourage you to think about how it will affect your life.
Eric S. Raymond - One person who was and continues to be instrumental in the world of open source software. Be sure to read his many online writings, including his immensely popular "The Cathedral and the Bazaar".
Creative Commons - Some Rights Reserved (cc). If you are an artist, author, or musician, be sure to check this out. For example, if you are a musician you can release a song and allow it to be freely shared on the internet and yet not allowing commercial use or derivative works. Check it out.