Here is a VIP package for the Indy 500. Includes hotel stay, but, no transportation. You can only register once per household, sorry, wife cannot enter.

Now, be careful. When you open page, there is a box with a picture of the cover of the magazine. In that box, the very last words are "click here." Click those words. It takes you to an entry form where you will not get a trial editon of the magazine, which usually means you have to cancel the subscription.

http://www.esquire.com/sweepstakes/23089

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