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Routes
Road cycling routes
United States
Illinois
Will County

Shorewood

The best road cycling routes around Shorewood

4.3

(3)

64

riders

5

rides

Road cycling routes around Shorewood, Wisconsin, offer a diverse landscape for cyclists, characterized by its Lake Michigan shoreline, bluffs, and the Milwaukee River. The area features an extensive network of well-paved surfaces and varied terrain, including direct access to the comprehensive Oak Leaf Trail system. Shorewood's commitment to bikeability is evident in its infrastructure, providing options for various fitness levels. The region's natural features, such as the Shorewood Nature Preserve and numerous parks, contribute to scenic road cycling experiences.

Best…

Last updated: May 23, 2026

18

riders

#1.

Old Plank Road Trail

82.4km

03:14

160m

160m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

Moderate

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Tips from the Community

mtm05005
June 18, 2025, Rock Run Greenway Trail

The Rock Run Greenway Trail is a popular multiuse trail that runs through Rock Run Preserve. The path is paved and flat, so it is not a challenging trail. It takes you through beautiful landscapes, including woodlands, prairie and wetland.

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mtm05005
July 30, 2024, Lock Number 1

Lock Number 1 is the first lock south of Chicago. It is in the town of Lockport and has a picnic area with views of the canal.

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The Rock Run Greenway Trail is a popular multiuse trail that runs through Rock Run Preserve. The path is paved and flat, so it is not a challenging trail. It takes you through beautiful landscapes, including woodlands, prairie and wetland.

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Rock Run Preserve Theodore Marsh is a beautiful 292-acre preservation system that conserves over 1,450 acres of land. It is home to diverse habitats, including forests, prairies, wetlands, and more than 100 bird species. Theodore Marsh offers several amenities and activities for visitors, including the nearby 11.24-mile paved Rock Run Greenway Trail, a perfect setting for biking, hiking and running.

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mtm05005
July 30, 2024, Lions Park

Lions Park is a great green park in Joliet. There is a small nature trail that takes you through a green, wooded area. The Old Plank Road Trail also passes along the perimeter of the park.

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The Old Plank Road Trail is a 22-mile-long trail that runs from Joliet to Sheboygan. The trail is paved and connects several parks and nature preserves.

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RJC
May 18, 2024, Saganashkee Slough

Some of these routes take you on roads that are absolutely not safe for cycling. Do your own research about the routes ahead of time.

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Amy
February 16, 2024, Centennial Trail

This is a paved 30-mile (48 km) bike trail that traces a former railway line through Snohomish and Skagit county. You ride through beautiful scenery – green farmland, creeks and rivers frame your ride. The trail is shared use so be mindful of pedestrians. Near Arlington, you can connect to the Whitehorse Trail to extend your ride.

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Frequently Asked Questions

How many road cycling routes are available in Shorewood?

Shorewood offers a selection of road cycling routes, with a total of 7 routes currently available on komoot. These routes cater to various skill levels, ensuring there's something for everyone.

Are there easy or family-friendly road cycling routes in Shorewood?

Yes, Shorewood is well-suited for beginners and families, featuring 4 easy routes. The region's extensive park systems and green spaces, like those found along the Rock Run Greenway Trail, provide flat, paved paths ideal for a relaxed ride. Consider the Rock Run Greenway Trail – Rock Run Greenway Trail loop from Crystal Lawns, which is an easy 28.7 km route.

What types of landscapes can I expect to see while road cycling in Shorewood?

Road cycling in Shorewood offers diverse scenery, from the scenic, wooded banks of the Milwaukee River and the bluffs and shoreline of Lake Michigan in Shorewood, WI, to the extensive parklands, prairies, and wetlands in Shorewood, IL. Routes often pass through natural preserves like the Rock Run Preserve Theodore Marsh, known for its diverse habitats and bird species.

Are there any challenging road cycling routes in Shorewood?

While Shorewood is known for its accessible routes, there are 3 moderate routes for those seeking a bit more challenge. These routes may feature gentle hills and longer distances, such as the Saganashkee Slough – Centennial Trail loop from Crystal Lawns, which spans 117.4 km with moderate elevation changes.

What are some scenic viewpoints or attractions along the road cycling routes?

Many routes offer scenic views and pass by interesting attractions. For instance, the Historic I & M Canal lock – DuPage River Bridge loop from Channahon includes historical points of interest like the Historic I & M Canal lock and the DuPage River Bridge. The Shorewood Nature Preserve in Wisconsin also offers beautiful woodland views along Lake Michigan.

Are there loop road cycling routes available in Shorewood?

Yes, many of the road cycling routes in Shorewood are designed as loops, making them convenient for starting and ending at the same point. Examples include the Rock Run Greenway Trail – Rock Run Greenway Trail loop from River View Elementary School and the Saganashkee Slough – Centennial Trail loop from Crystal Lawns.

What is the best time of year for road biking in Shorewood?

The best time for road biking in Shorewood is generally during the spring, summer, and fall months when the weather is mild and the natural landscapes are in full bloom. The region's diverse ecosystems, including prairies and wetlands, are particularly vibrant during these seasons. While some trails may be accessible in winter, conditions can vary, so checking local weather is advised.

What do other road cyclists enjoy most about road cycling in Shorewood?

The area is highly rated by the komoot community, with an average score of 4.7 stars. Reviewers often praise the well-maintained greenway trails, the scenic Lake Michigan views, and the variety of routes that cater to different ability levels, from easy loops to more challenging moderate rides.

Are there any routes that highlight historical sites?

Absolutely. The Historic I & M Canal lock – DuPage River Bridge loop from Channahon is an excellent choice for those interested in history, as it passes directly by the Historic I & M Canal lock and offers insights into the region's past.

Where can I find extensive park systems and green spaces for cycling in Shorewood?

Both Shorewood, IL, and Shorewood, WI, boast significant parkland. Shorewood, IL, features 18 parks across more than 207 acres, offering amenities like biking trails, while Shorewood, WI, provides over 101 acres of parkland. The Rock Run Greenway Trail is a prime example of a route that leads through these greenway areas and along the Rock Run.

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