While signing up for sweepstakes online is usually the easiest way, you usually have thousands or even hundreds of thousands of people who think the same thing.  MyInstantWin.com posts current online contests that you can win instantly.  If you don’t want to be just a number, try looking at product packaging (dumpster diving may result in some free packaging).  Most contests don’t require a purchase to win, read the box in the grocery store and write down the directions to obtain your free entry. If you are looking for local contests check businesses around the holidays.