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This contest has ended. Please check back soon to see a list of winners.

Added August 16, 2018
Two guys shaking hands

If you had $5,000 to buy anything from Harley-Davidson®, what would it be? After he won a $5,000 H-D® Gift Card through the H-DTM Insurance Spending Spree Sweepstakes, Randy T. made a down payment towards a 2018 FLHXS Street Glide Special at Frontier Harley-Davidson in Lincoln, Nebraska. Nice choice. You could get lucky like Randy, too, as well as the other two winners: Taylor S. at San Francisco Harley-Davidson® in California and Ian L. at Red Rock Harley-Davidson® in Las Vegas, Nevada.

Harley-Davidson® is now extending its sweepstakes through August 31, 2018. All you have to do to enter is get an insurance quote. You can do that several ways, including online at, calling Harley-Davidson® Insurance at 1-800-939-8393, or visiting a dealership. See complete rules at Get a quote today and you’ll be eligible to win a prize of a $5,000 H-DTM Gift Card! 

Read the details of the sweepstakes below, click the link for an insurance quote, and rub your guardian angel for good luck. Besides getting a chance to win a spending spree, you can learn more about why there’s no company better to insure your bike than the company that built it. Here are the details:

  • One winner will be chosen during each promotion period
  • One entry per customer per month is permitted
  • No purchase is necessary to win
  • Winners can use their H-DTM Gift Card toward merchandise available at participating H-D® dealerships in the U.S., the Harley-Davidson Museum, Factory Tours, and at to purchase genuine Harley-Davidson® products and services
  • A separate check of $2,500 will be provided to the customer to offset tax implications on the H-DTM Gift Card, for a total prize value of $7,500.

 In addition to the gift card winner, the dealership where the winning rider’s entry originated will get up to $5,000 towards a dealer party, sponsored by HDIS, to celebrate the winning customer entry.