Rolling Sturgis to Milwaukee

ROLLING STURGIS TO MILWAUKEE IS HERE

Now through July 31, register for your chance to win one of the biggest riding experiences of the year — including 1 of 10 trips to the Sturgis Motorcycle Rally and a 2026 CVO Street Glide Limited.

Plus, one lucky winner will receive a $5,000 cash gift card.

Want even more chances to win? RSVP and claim a $1,000 Grand Prize Bonus Voucher while supplies last. Offer limited to the first 200 attendees.

Stop by Illinois Harley-Davidson® to get registered and learn more about Rolling Sturgis to Milwaukee before it’s gone.

Required
Required
Required
This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

*NO PURCH/PAYMENT NECESSARY. Enter from 6/1/2026 9 AM ET until 7/31/2026 at 11:59 PM ET at a local participating dealer. You must be legal US (excl HI) res, 21+. Other eligibility restrictions apply. To enter, visit participating Harley-Davidson® Dealer, scan QR code & follow instructions by 7/31/2026 at 11:59 PM ET. Rolling Sturgis Qualifiers & secondary prize entries will only be accepted from 6/1/26 thru 6/30/26. Winners determined on or around 7/1/2026. Qualifiers for Rolling Sturgis motorcycle prize must attend Live Giveaway Event in person on or around 8/13/2026 for a chance to win. Rolling Milwaukee Qualifiers and secondary prize winners determined on or around 8/3/26. Qualifiers for Rolling Milwaukee motorcycle prize must attend Live Giveaway Event in person on or around 9/5/2026 for a chance to win. All Motorcycle Prize winners must pay tag/title/dealer & fees prior to prize receipt. Potential Qualifiers & winners for all prizes must respond within 48 hours of email from Mighty Loud to win. Approx value of all prizes: $152,998. Other restrictions & eligibility limitations apply. See full rules (avail at particip H-D® dealers or rollingusa.com) for prize descriptions, odds & other info. Sponsor/Operator: Mighty Loud Enterprises, Inc. Void where prohibited.

©2026 Mighty Loud Enterprises, Inc. and affiliates. ©2026 H-D or its affiliates. H-D, Harley, Harley-Davidson and the Bar & Shield Logo are among the trademarks of Harley-Davidson Motor Company.