Look at the financial reports, and you’ll realize Harley-Davidson has had some wobbly past years. In order to make amends, there have been some big changes, one of which is a new and refreshed cruiser lineup. The Sportster range has had a few nifty updates, while the entire Softail range now has the massive Milwaukee-Eight 117 engine. All this while, the prices have become more attainable across the board to boost sales. And if you’re looking to take an H-D cruiser home, here’s a lowdown on what's currently on offer. Pick your poison! Harley-Davidson Nightster Price: $9,999 Harley-DavidsonThe Nightster is Harley’s smallest cruiser today. Yet, it has plenty to like. For starters, you get a fully liquid-cooled Revolution Max 975T engine. It’s good for around 90 horsepower, which makes it the most powerful cruiser under $10,000. Harley-DavidsonThen, there are the quality underpinnings, such as Showa forks, Showa rear shocks, Brembo monobloc calipers, and alloy wheels. All this also helps the bike tip the scales at just 481 pounds wet. A small bummer is the lack of a pillion seat, though. Harley-Davidson Nightster Special Price: $12,499 Harley-DavidsonPay a couple of thousand dollars more, and you get the Nightster Special. The ‘Special’ adds a few extras to the package, all of which are quite useful. A pillion saddle with pillion pegs is one of the highlights, while a repositioned handlebar improves comfort. From the saddle, you enjoy a TFT instrument cluster as well. Harley-DavidsonAs for aesthetic differences, multi-spoke alloy wheels, special colorways, a headlight fairing, and a swingarm-mounted number plate holder are present. Nothing has changed on the mechanical side of things, although the weight is slightly higher here (483 pounds). Whether the extra moolah justifies the extras is on you. Harley-Davidson Street Bob Price: $14,999 Harley-DavidsonThanks to aggressive price cuts, the Street Bob serves as the third-cheapest Harley-Davidson cruiser in 2026. That’s a big deal because you’re essentially getting a new-age Softail for under $15,000. Unlike the previous cheapest Softail, it doesn’t have a smaller engine than its siblings, either. You get the gigantic Milwaukee-Eight 117 powerhouse, good for an impressive 98 horsepower and 120 pound-feet. Harley-DavidsonWhile that alone justifies the money, you also get a suite of cornering-enabled rider aids, Showa suspension, and a proven double-cradle steel chassis. However, if you want pillion accommodations, the MSRP rises by $1,000. Still good value in our books! Harley-Davidson Sportster S Price: $15,999 Harley-DavidsonWhat you’re looking at is the most powerful cruiser Harley-Davidson currently sells. That is thanks to the Revolution Max 1250T powerhouse. Not only is it fully liquid-cooled, but you also get variable valve timing. These help eke out an impressive 121 horsepower and 93 pound-feet. You’ll need to get one of the $45,000 CVO ST models to get more horsepower in any other Harley. Harley-DavidsonOther than power, the Sportster S is thoroughly modern. Premium Showa USD forks and monoshock are standard here, armed with adjustability. This ties up with a full TFT touchscreen instrument cluster, standard with a suite of IMU-based rider aids and phone connectivity. Harley-Davidson Low Rider S Price: $18,999 Harley-DavidsonThe Low Rider S has had a few price revisions, like the Street Bob. And as a result, it has an extremely competitive MSRP. The package is quite premium for the price, starting with the Milwaukee-Eight 117 High Output engine. The ‘High Output’ tune brings a race-derived camshaft, heavy breather intake, and a two-into-one exhaust that helps promise 114 horsepower and 128 pound-feet. That makes this the most powerful Softail today. Harley-DavidsonElsewhere, the double-cradle chassis pairs up with sporty USD forks and a monoshock. This is topped with 19/16-inch alloy wheels, where the front has dual disc brakes with Brembo calipers. Pillion accommodations remain missing, however, so consider this a proper solo rider cruiser. Harley-Davidson Heritage Classic Price: $19,999 Harley-DavidsonThe Heritage Classic is your best bet at a retro Softail cruiser under $20,000. It looks the part with old-school lights and curvy fenders, while featuring ape-hanger bars and leather saddlebags as standard. Add the chunky saddle, and you have a cruiser capable of long-haul rides right from the factory. Harley-DavidsonThings get better with the two-up variant. For an extra $2,000, it adds a removable windscreen, pillion seat, and pillion pegs. Spoke wheels are also available for an extra $850. Under the skin, the Heritage Classic has the same tune of the Milwaukee-Eight 117 engine as the Street Bob. So you get 98 horsepower and 120 pound-feet, although this is much heavier at around 720 pounds wet. Harley-Davidson Fat Boy Price: $22,599 Harley-DavidsonThe Fat Boy is an icon in Harley-Davidson’s stable. It earned this reputation long ago, helped by a certain Arnold Schwarzenegger in Terminator. In its latest self, the cruiser is in its most well-rounded version. That is not only thanks to the new Milwaukee-Eight 117 engine, but also the inclusion of modern-day electronic aids via the six-axis IMU. Harley-DavidsonAll this while, Harley-Davidson has ensured the swagger is still high as ever. The proportions are massive, the Lakester wheels look iconic, and there’s no shortage of chrome anywhere. As a bonus, you get massive floorboards and a swingarm-mounted plate holder. Oh, and in typical H-D fashion, any other color than Billiard Gray will cost extra money. Harley-Davidson Breakout Price: $22,999 Harley-DavidsonIf the bulky aesthetic isn’t your cup of tea, Harley has the aggressive-looking Breakout for you at just $400 more. Unlike the Fat Boy, this is comparatively slimmer and stripped back to keep its chopper-like aesthetic intact. The front end also has raked-out forks joined by a massive 21-inch wheel. Harley-DavidsonThis also gives it a near-67-inch wheelbase and an uber-low 25.6-inch seat height. From the saddle, you look at a semi-digital instrument cluster mounted on flat drag-style handlebars. This gives you access to cornering-enabled rider aids while hiding a USB port on the left side. Harley-Davidson Low Rider ST Price: $23,999 Harley-DavidsonThe Low Rider ST is the most expensive Softail money can buy right now. That’s because it borderline qualifies as a touring bagger machine. While the base package is identical to the Low Rider S, the touring focus is increased by additions like a fairing and hard saddlebags. The fairing is said to be inspired by the iconic FXRT with computational fluid dynamics to help keep you windblast-free on the fly. Harley-DavidsonYou can chuck these off to transform it into a city cruiser, which adds to the versatility. Interestingly, there’s still no pillion accommodation as standard, despite the near-$24,000 MSRP. You’ll have to pay over $500 to get a pillion saddle and footpeg kit. Source: Harley-Davidson