Hershey’s is sponsoring the Win the Reese’s Racing Machine Sweepstakes where you could win a REESE’S Racing Monte Carlo Show Car with 2007 paint scheme OR $20,000 cash. Hmm… I think I’d take the latter. Enter this sweepstakes by The Show Car will be awarded/delivered in inoperative and “as is” condition without any warranties or guarantees of any kind including warranties of merchantability or fitness for a particular use. OR (b) $20,000 (awarded in the form of a check or wire transfer, payable to winner).

Travelzoo is sponsoring the Win 20 Trips sweepstakes where you could win the top 20 trips listed on their Top 20 Weekly Travel Deals list, or you can choose a cash prize of $5,000. To enter, simply sign up for their weekly email newsletter. If you are already a member, you can refer a friend to get an entry. Limit one entry per person. Enter this sweepstakes by October 4, 2007 for a chance to win. TripAdvisor is promoting a similar sweepstakes, but with a bigger prize. Be sure to enter their Trip a Year Sweepstakes.

Enter the Travelzoo Win 20 Trips Sweepstakes

TripAdvisor is sponsoring the Trip a Year Sweepstakes where you could win one trip every year for 10 years! Grand prize winner will receive a travel voucher in the amount of $20,000 plus $5,000 that may be used to pay for taxes or use as spending money. Ten first place winners will receive a travel voucher in the amount of $2,000 plus a check for $500. All travel must be booked on Expedia. Enter this vacation sweepstakes by September 30, 2007 for a chance to win.

Enter the TripAdvisor Trip a Year Sweepstakes

Travel + Leisure magazine is sponsoring the Waikiki Sweepstakes where you could win a trip for two to Hawaii and stay at the fabulous Moana Surfrider in Waikiki. Trip includes round trip airfare, five nights accomodations and a $500 gift card which can be redeemed at the Ala Moana Center in Hawaii. Enter this sweepstakes by September 30, 2007 for a chance to win.

Enter the Travel + Leisure Waikiki Sweepstakes

Romano’s Macaroni Grill is sponsoring the Salute 2007 sweepstakes where you could win a trip for two to Rome, Italy. Trip includes round trip coach airfare, 6 nights hotel accomodations, daily breakfast and more. Enter this sweepstakes by November 18, 2007 for a chance to win.

Enter the Salute 2007 Trip to Italy Sweepstakes