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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Chicago Harley-Davidson®

Illinois Harley-Davidson®

Starved Rock Harley-Davidson

Windy City Harley-Davidson®

Woodstock Harley-Davidson®

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FXDB 2016 Street Bob® $14,499.00 $12,299.00

313484

Pre-owned

2016

6176 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1GXM17GC313484

HCCANCUN BL FLK

The original bobber fanatics invented the style you see here, and they had one rule: if it weighs you down, get rid of it. That’s the Street Bob® motorcycle in spades. Solo seat. Chopped rear fender. Mini-apes putting your fists in the wind. All it takes is a twist of the wrist to send whatever the …

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FXDB 2016 Street Bob® $13,699.00 $10,995.00

302910

Pre-owned

2016

6749 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1GXM19GC302910

Olive Gold

The original bobber fanatics invented the style you see here, and they had one rule: if it weighs you down, get rid of it. That’s the Street Bob® motorcycle in spades. Solo seat. Chopped rear fender. Mini-apes putting your fists in the wind. All it takes is a twist of the wrist to send whatever the …

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FLTRU 2016 Road Glide® Ultra $25,699.00 $15,999.00

666527

Pre-owned

2016

66133 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KGL12GB666527

Custom Colour Cosmic Blue Pearl

If your dream is to go big, this could be the one for you. The Road Glide® Ultra motorcycle combines the most wind-cheating fairing ever devised with the full compliment of Harley-Davidson Project RUSHMORE touring features. You get a Tour-Pak® luggage carrier and saddlebags that open with one hand. …

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FLSTN 2016 Softail® Deluxe $19,949.00 $14,999.00

GB041349

Pre-owned

2016

7342 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1JDV14GB041349

Two-Tone Mysterious Red Sunglo/Velocity Red Sunglo

There aren’t that many things left in this world that make a hard-working man or woman feel truly deluxe. This motorcycle is one of them. Roll into town and you can feel the eyes on the chrome and laced wheels, wrapped in whitewall tires. The full-skirted metal fenders. The big chromed headlamp and …

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FLSTC 2016 Heritage Softail® Classic $17,349.00 $12,495.00

041206

Pre-owned

2016

22295 mi

Harley-Davidson®

Windy City Harley-Davidson®

1HD1BWV31GB041206

Superior Blue

The Heritage Softail® Classic drips with the nostalgia of days gone by, but that’s only half of the equation for the rider of today. The hidden suspension gives you the authentic look without the bone-shaking ride of an old Hardtail. You get the comfort of cruise control for those long stretches of …

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FLHXSE 2016 CVO™ Street Glide® $36,999.00 $23,999.00

954420

Pre-owned

2016

53054 mi

Harley-Davidson®

Woodstock Harley-Davidson®

1HD1PXN12GB954420

Black Licorice with Midnight Cobalt Flames

Let’s say you want to ride into Bike Week with a full-on custom look that drops jaws and pops eyes all along Main Street. But you also like a machine that’s built tight and right with all the latest in refined technology and touring comfort. And let’s say you want it all built around 110 cubic …

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FLHXSE 2016 CVO™ Street Glide® $36,999.00 $22,999.00

950336

Pre-owned

2016

18710 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1PXN14GB950336

CRB CRY/PTM FLM

Let’s say you want to ride into Bike Week with a full-on custom look that drops jaws and pops eyes all along Main Street. But you also like a machine that’s built tight and right with all the latest in refined technology and touring comfort. And let’s say you want it all built around 110 cubic …

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FLHXSE 2016 CVO™ Street Glide® $26,799.00 $21,999.00

956322

Pre-owned

2016

12774 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1PXN11GB956322

CRB CRY/PTM FLM

Let’s say you want to ride into Bike Week with a full-on custom look that drops jaws and pops eyes all along Main Street. But you also like a machine that’s built tight and right with all the latest in refined technology and touring comfort. And let’s say you want it all built around 110 cubic …

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FLHXSE 2016 CVO™ Street Glide® $36,799.00 $22,999.00

954104

Pre-owned

2016

6215 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1PXN13GB954104

BLK LIC/MDNTCBT W/PINSTRIPE

Let’s say you want to ride into Bike Week with a full-on custom look that drops jaws and pops eyes all along Main Street. But you also like a machine that’s built tight and right with all the latest in refined technology and touring comfort. And let’s say you want it all built around 110 cubic …

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FLHXS 2016 Street Glide® Special $26,399.00 $16,999.00

687272

Pre-owned

2016

5500 mi

Harley-Davidson®

Illinois Harley-Davidson®

1HD1KRM19GB687272

Deep Jade Pearl

You’re looking at the answer to the question, how do you fully load a touring bike with premium features and still roll with the stripped down bagger look? Check inside the sleek Project RUSHMORE batwing fairing and you’ll get an idea. Your looking at the top-of-the-line 6.5 inch touchscreen …

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FLHTK 2016 Ultra Limited $27,899.00 $12,999.00

622242

Pre-owned

2016

28786 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KEL30GB622242

WHSKY/V BLK W/PINSTRIPE

Here's what you get with The Project RUSHMORE Ultra touring experience: Every idea millions of miles of riding and hundreds of conversations with riders could dream up and build into a horizon hunting machine. Like saddlebags that open with one touch. A fairing that reduces head buffeting. More …

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FLHTK 2016 Ultra Limited $26,999.00 $14,499.00

684281

Pre-owned

2016

39012 mi

Harley-Davidson®

Chicago Harley-Davidson®

1HD1KEL13GB684281

2T RED

Here's what you get with The Project RUSHMORE Ultra touring experience: Every idea millions of miles of riding and hundreds of conversations with riders could dream up and build into a horizon hunting machine. Like saddlebags that open with one touch. A fairing that reduces head buffeting. More …

Find out more CHECK AVAILABILITY