NEW Harley-Davidson® Motorcycle Inventory

Explore new 2025 & 2026 Harley-Davidson® models for sale at Woodstock Harley-Davidson® in Woodstock, IL

Find your next new motorcycle when you work with the experts at Woodstock Harley-Davidson! We offer a huge selection of hundreds of new bikes for sale, so we're sure to have something in stock to fit your riding needs!

Why Buy From Us?

Anyone can sell you a motorcycle. What sets us apart is what happens after. We believe in treating people like family, not numbers, and making sure every rider feels supported long after they leave the showroom. From service and parts to events and community, we’re here for the long haul — because your experience shouldn’t end when the sale does.

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UNKNOWN

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Chicago Harley-Davidson®

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Harley-Davidson® Nightster™ 2025 RH975 BILLIARD GRAY $10,499.00

307365

Pre-owned

2025

696 mi

Harley-Davidson®

Woodstock Harley-Davidson®

MLY1ZH110SS307365

Billiard Gray

With classic Sportster® form and modern function, the nimble Nightster has a low center of gravity, rider-focused tech, and a high-revving, liquid-cooled Revolution® Max 975T V-twin engine.

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Harley-Davidson® Breakout™ 2025 FXBR VIVID BLACK $23,299.00 $20,999.00

011479

Pre-owned

2025

750 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1YE914SB011479

Vivid Black

With a wide rear tire, bobtail rear fender, long rake, straight handlebars, and a 21-inch front wheel, the Breakout marries classic chopper style with the performance of a Milwaukee-Eight® 117 Custom powertrain.

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Harley-Davidson® Breakout™ 2025 FXBR BILLIARD GRAY $23,099.00

034026

Pre-owned

2025

103 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1YE915SB034026

Billiard Gray

With a wide rear tire, bobtail rear fender, long rake, straight handlebars, and a 21-inch front wheel, the Breakout marries classic chopper style with the performance of a Milwaukee-Eight® 117 Custom powertrain.

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FXLRS 2025 Low Rider™ S $20,649.00 $18,999.00

018550

Pre-owned

2025

1240 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1YWA16SB018550

Iron Horse Metallic

With bold styling, an aggressive stance, and unrelenting power from the Milwaukee-Eight® 117 High Output engine, the Low Rider S is a custom-style cruiser that is ready to rip from the factory.

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FXLRS 2025 Low Rider™ S $19,999.00 $18,999.00

038963

Pre-owned

2025

4 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1YWA29SB038963

Billiard Gray

With bold styling, an aggressive stance, and unrelenting power from the Milwaukee-Eight® 117 High Output engine, the Low Rider S is a custom-style cruiser that is ready to rip from the factory.

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FXBR 2025 Breakout™ $23,299.00 $21,999.00

022585

Pre-owned

2025

9784 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1YE913SB022585

Vivid Black

With a wide rear tire, bobtail rear fender, long rake, straight handlebars, and a 21-inch front wheel, the Breakout marries classic chopper style with the performance of a Milwaukee-Eight® 117 Custom powertrain.

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FXBR 2025 Breakout™ $21,999.00

SB037449

Pre-owned

2025

700 mi

Harley-Davidson®

Starved Rock Harley-Davidson

1HD1YE914SB037449

MDNGHT FIRSTORM

With a wide rear tire, bobtail rear fender, long rake, straight handlebars, and a 21-inch front wheel, the Breakout marries classic chopper style with the performance of a Milwaukee-Eight® 117 Custom powertrain.

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FXBB 2025 Street Bob™ $17,199.00 $15,999.00

033542

Pre-owned

2025

2596 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1YJ916SB033542

Iron Horse Metallic w/Cast Wheels

The Street Bob is a lean, mean bobber with mini-ape handlebars, mid-mounted foot controls, and a massive Milwaukee-Eight® 117 Classic V-twin, which makes the slim-but-tough Softail® quicker than ever.

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FXBB 2025 Street Bob™ $17,999.00 $15,999.00

012532

Pre-owned

2025

259 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1YJ918SB012532

Billiard Gray w/Cast Wheels

The Street Bob is a lean, mean bobber with mini-ape handlebars, mid-mounted foot controls, and a massive Milwaukee-Eight® 117 Classic V-twin, which makes the slim-but-tough Softail® quicker than ever.

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FXBB 2025 Street Bob™ $18,999.00 $15,999.00

012128

Pre-owned

2025

205 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1YJ911SB012128

Vivid Black w/Laced Wheels

The Street Bob is a lean, mean bobber with mini-ape handlebars, mid-mounted foot controls, and a massive Milwaukee-Eight® 117 Classic V-twin, which makes the slim-but-tough Softail® quicker than ever.

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FXBB 2025 Street Bob™ $18,999.00 $15,999.00

042068

Pre-owned

2025

283 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1YJ915SB042068

Billiard Gray w/Cast Wheels

The Street Bob is a lean, mean bobber with mini-ape handlebars, mid-mounted foot controls, and a massive Milwaukee-Eight® 117 Classic V-twin, which makes the slim-but-tough Softail® quicker than ever.

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FXBB 2025 Street Bob™ $17,399.00 $16,999.00

SB018364

Pre-owned

2025

98 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1YJ91XSB018364

Billiard Gray w/Cast Wheels

The Street Bob is a lean, mean bobber with mini-ape handlebars, mid-mounted foot controls, and a massive Milwaukee-Eight® 117 Classic V-twin, which makes the slim-but-tough Softail® quicker than ever.

Find out more CHECK AVAILABILITY