Something to keep in mind when entering sweepstakes with large prizes is the tax burden. US residents are required to treat all sweepstakes prizes like income. For information on how to minimize the tax burden of winning a car, see How to Afford Taxes on Car Prizes.
1. Maxim - Harley Salutes the Military Contest
If you are in the military, or if you've served in the past, enter Maxim's Harley Salutes the Military Sweepstakes for your chance to win a trip to Las Vegas and a Harley-Davidson motorcycle.Entry Frequency: One time per person/household
End Date: December 13, 2009 at 11:59 p.m. ET
Eligibility: US residents with a valid driver's license who are Active Duty, Federal Reserves (active or inactive), National Guard (active or inactive), or Veteran and/or Retired Military, above the age of majority
2. Amazon.com - Duzoxin Porsche Giveaway Sweepstakes
Enter Amazon.com's Duzoxin Porsche Giveaway Sweepstakes for your chance to win a trip to Newport Beach, CA where you'll attend a Hollywood celebrity party and receive the keys to your brand new Porsche. The prize is worth over $43,000!Entry Frequency: One time per person/email/household
End Date: December 15, 2009 at 11:59 p.m. PT
Eligibility: USA, 21+
3. Martha Stewart Living - Ford Warriors in Pink Taurus Giveaway
Enter Martha Stewart Living's Ford Warriors in Pink Taurus Giveaway for a chance to win a 2010 Ford Taurus.Entry Frequency: One time per person/email/household
End Date: December 15, 2009 at 11:59 p.m. ET
Eligibility: Contiguous US (-HI, AK), 18+
4. Volkswagen - Ultimate Soccer Vehicle Sweepstakes
Enter Volkswagen's Ultimate Soccer Vehicle Sweepstakes for your chance to win a one-year lease of a $33,000 2010 Routan SEL vehicle.Entry Frequency: One time per person
End Date: December 15, 2009
Eligibility: USA, 18+
5. The CW - Put a Hybrid in Your Zip Code Sweepstakes
Enter The CW's Put a Hybrid in Your Zip Code Sweepstakes for your chance to win a 2010 Ford Fusion Hybrid car worth nearly $30,000.Entry Frequency: 1 entry per hour
End Date: December 15, 2009 at 12:00 a.m. PT
Eligibility: Contiguous US (-HI, AK), 18+
6. Macy's - Drives Chevy for the Holidays Sweepstakes
Macy's is giving residents of 9 US states the chance to win a 2010 Chevy Equinox worth nearly $25,000 in the Macy's Drives Chevy for the Holidays Sweepstakes.Entry Frequency: One time per person/email/household
End Date: December 18, 2009 at 11:59 p.m. ET
Eligibility: US residents of CT, NY, NJ, DE, PA, MA, RI, VT, and NH, 18+
7. Newegg - Drive Smart Sweepstakes
Enter Newegg's Drive Smart Sweepstakes for your chance to win a 2009 Smart car and other prizes like big-screen televisions, portable hard drives, HD media players, and more.Entry Frequency: One time per person/email
End Date: December 23, 2009 at 11:59 p.m. PT
Eligibility: US (void in FL, NY, and RI), 18+
8. Southern California Ford - Mustang Customized by West Coast Customs Sweepstakes
Enter Southern California Ford Advertising Association's Mustang Customized by West Coast Customs Sweepstakes for your chance to take home a $53,000 car or other prizes.Entry Frequency: One time per person/email
End Date: December 26, 2009 at 12:00 a.m. PT
Eligibility: Licensed drivers who are residents of the Californian counties of Los Angeles, San Bernardino, Riverside, Ventura, Kern, Orange, San Luis Obispo, Santa Barbara, or Imperial, 18+
9. ESPN - GMC Sierra Engineered to Win Sweepstakes
ESPN's GMC Sierra Engineered to Win Sweepstakes gives you the chance to win a 2010 GMC Sierra truck worth over $50,000, or one of 160 gift certificates to NFLshop.com.Entry Frequency: 1 x weekly per person/email/telephone number
End Date: December 29, 2009 at 8:9 a.m. ET
Eligibility: USA, 18+
10. Overstock.com - Hybrid Holiday Sweepstakes
Enter Overstock.com's Hybrid Holiday Sweepstakes for your chance to win one of four 2010 Toyota Prius cars worth $25,000 each.Entry Frequency: 1 x daily per household
End Date: December 29, 2009 at 12:00 a.m. MT
Eligibility: USA, 18+

