Rolling Milwaukee 2024

May 14, 2024 9:00AM - June 25, 2024 6:00PM

Stop in and register for your chance to win a 2024 Harley-Davidson Road Glide, a chance to win 1 of 10 trips to the H-D Homecoming Festival in Milwaukee and other great prizes!

You could win

  • A new 2024 Harley-Davidson Road Glide
  • A trip to the H-D Homecoming Festival in Milwaukee, WI
  • An autographed Rolling USA / Jesse James Bourbon guitar, signed by Jesse James Dupree
  • 1 pair of passes to the Harley-Davidson Museum
  • 1 pair of wristbands for camping & concert access at the Full Throttle Saloon's Pappy Hoel Campground at the 2024 Sturgis Motorcycle Rally

Stop in during the contest period and register to win. Increase your chances of winning by stopping in regularly & entering keywords provided at the dealership

*Sweepstakes entry period from May 14, 2024 at 9 am EDT through June 25, 2024 at 11:59 pm EDT. No purchase is necessary. Purchase does not increase odds of winning. Open to legal residents of U.S. Must be 21 years or older to enter. Void where prohibited. See participating H-D® Dealerships for details or official rules at

Rolling Milwaukee 2024