I’ve never won a major sweepstakes, but I always enter when it’s free and easy. At worst you’re getting some email spam and a free moment to dream about winning. At best, well, you win, and you could be getting some real Spam in Hawaii.
Here are a few new drawings you can enter for free:
Free trip to Los Angeles from Virgin America, worth $3,868.38: Enter here
Free trip to Hawaii, worth $5K: Enter here
Finally, another opportunity to get to Hawaii: Enter here
As a warning, it looks like this last one is run by a timeshare company:
As with most of these drawings, you’ll often get auto-signed up for email subscriptions from the sponsors. These emails are required by law to include an “unsubscribe” link at the bottom of their message, so hit that if you don’t want them sending you stuff.
Good luck, and please let me know if you win!