Win a Harley-Davidson

Why win a Harley-Davidson?

No other brand has a giveaway ecosystem like Harley-Davidson's. Dealers run promotions on new baggers, bagger shops and apparel brands build custom Road Glides and Street Glides as their signature prizes, and museums, veterans' groups and ride events raffle Harleys at a fixed ticket price with a printed drawing date. That breadth means there is nearly always more than one running, at entry costs from a single raffle ticket to a merch bundle, and the prize might be anything from a Sportster to a CVO Road Glide. Values track the model: roughly $21k–$24k for a Fat Boy, roughly $25k–$30k for a new Road Glide or Street Glide, roughly $43k–$45k for a CVO, and the high teens and up for used or custom bikes — with the usual caveat that a build receipt overstates resale. Because those figures sit well below dream-car money, the tax bill is smaller than the car scene's and a cash alternative, where offered, often lands close to the bike's real value. Use each listing's spec sheet to see exactly which Harley is on offer, and favor operators who publish a free mail-in entry route.