Win a 2026 Harley-Davidson Street Glide + $2,500 — Free Entry at 580 H-D Dealers

What you're looking at

This is a base FLHX Street Glide — the bagger, not the Limited — so no tour-pack, no lowers, no passenger backrest, just the sharknose fairing, hard bags and a seat for two. Underneath sits the Milwaukee-Eight 117: 1,923cc of pushrod V-twin that Harley rates at 105 hp at 4,600 rpm and 130 lb-ft at 3,250 rpm, running through the six-speed Cruise Drive and a belt. That torque figure is the whole point of the bike. It is a big, softly sprung interstate machine that pulls from just above idle and asks almost nothing of the rider once it is rolling.

The paint is Aurora Blue Denim, one of five finishes introduced for the 2026 model year, and it is the flat-finish treatment rather than a metallic — it photographs beautifully and it is a genuine nuisance to touch up if a stone finds it.

The things worth forming your own opinion about are all products of the 2024 redesign this bike carries forward. The fairing now runs a full-colour touchscreen infotainment system where the analogue clocks used to live, which riders are still arguing about. The 117 puts real heat down in stop-and-go traffic. And the base Street Glide is a bike people rarely leave alone — a screen, a seat and a set of bars is the usual first weekend, which is roughly what the $2,500 gift card covers.

How the drawing actually works

This is not a one-store raffle, and the structure is the most interesting thing about it. 580 Harley-Davidson dealers are participating, and the rules draw one semifinalist from each of them, then pull the single grand-prize winner at random from that pool of 580. You designate a preferred dealer when you enter, and the rules are explicit that the odds of reaching the semifinal round depend on how many eligible entries that particular dealer collects. Entering through a quiet store and entering through a flagship metro dealer are not the same bet.

There is no paid entry route at all — not a cheaper one, not any one. Scanning the QR code at a participating dealer is worth two entries, an email is worth two more, dealers hand out their own codes and keywords for additional entries, and the whole thing is capped at 18 entries per person and per email address for the run of the promotion. Alongside the motorcycle, 16 shopping sprees — twelve at $500 USD, four at $750 CAD — go out on four weekly drawings to separate winners. Total promotion ARV across all 17 prizes is $36,449 USD.

The fine print worth knowing

You do not simply collect the keys. The rules put "tag, title, license, registration, set-up costs, insurance" and delivery on the winner, and state that "all taxes, fees, costs, or other expenses or liabilities associated with any prize that are not expressly included in the prize descriptions above are the sole responsibility of each individual winner." On a $30,449 grand prize that is a four-figure bill before the bike moves, on top of a prize the rules warn "may" generate an IRS Form 1099 for the full ARV. Delivery is quoted at roughly four to eight weeks after the win is confirmed, and that estimate is not guaranteed.

No cash, no handing it on. The rules state that prizes "are non-transferable and do not have any cash equivalent" and that non-cash prizes may not be redeemed for cash. If a motorcycle is not what you want, there is no $27,949 cheque hiding behind it. The sponsor also holds the ordinary right to substitute a prize of equal or greater value.

The winner has 48 hours. Notification comes by email, phone or text at the sponsor's discretion, and the potential winner has forty-eight hours to return the declaration. Canadian winners must also answer a timed mathematical skill-testing question — standard north of the border, and failing it forfeits the prize.

Who can enter. Legal permanent residents of the US excluding Hawaii, plus the District of Columbia and Canada, 21 or older. Anyone who has won a prize over $600 from these Harley-Davidson dealer promotions is barred from winning again for 13 months. The shopping sprees carry their own limits: good only at your preferred dealer, no motorcycle purchases, and they expire 60 days out.

Free entry. There is no purchase route to buy, so the mail-equivalent is simply the email path — the address, the required details and the daily limit are printed in the operator's official rules and reproduced on this page. Entries close at 11:59 p.m. ET on September 30, 2026, with the drawing on or around October 1.