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Road cycling routes
United States
Illinois
Cook County

Kenilworth

The best road cycling routes around Kenilworth

4.6

(75)

2,212

riders

68

rides

Road cycling routes around Kenilworth offer a diverse landscape of tranquil parkland, winding country roads, and dedicated traffic-free paths. The region features a mix of gentle rolling hills and flatter sections, providing varied cycling experiences. Kenilworth is characterized by accessible paths and a network of routes suitable for different ability levels. The area's natural features include expansive green spaces and the Finham Brook Valley, offering scenic views and pleasant backdrops for rides.

Best road cycling routes around Kenilworth

  • The most…

Last updated: July 15, 2026

4.8

(5)

131

riders

#1.

Founders Park – Shelton Park loop from Kenilworth

59.3km

02:27

200m

200m

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. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Moderate road ride. Great for any fitness level. 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

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

Easy
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Tips from the Community

oliviakellis
June 22, 2025, Fort Sheridan Forest Preserve

Fort Sheridan Forest Preserve, an Illinois gem, combines history and nature. Amidst remnants of the former military base, discover scenic trails, woodlands, and Lake Michigan's shoreline for a diverse outdoor experience.

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This is the house where the movie Home Alone was filmed—a fun spot to stop by and remember this iconic film before continuing your ride.

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A small, family-friendly park along the Green Bay Trail that’s a good place to stop and recharge. It has shaded grassy areas—perfect for a quick break.

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The southern portion of Skokie Lagoons is where the North Branch Paved Red Trail runs through a shaded area alongside the Skokie River West Ditch—a refreshing and less busy stretch to ride near the lagoons.

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This bronze sculpture is a tribute to General Sheridan, a Civil War general. It depicts him on a horse during Battle of Five Forks in April 1865.

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Christ Church has a beautiful courtyard that is open to the public. As this is a place of worship, if you decide to stop to check it out, make sure you are respectful.

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Hubbard Woods Park is a nice, small green space along the Green Bay Trail. It is a good place to stop for a quick break on a bench in the park.

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Lake Front Park is a beautiful small park next to Glencoe Beach. There is a large lawn area that is a great spot for a break.

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Frequently Asked Questions

How many road cycling routes are available around Kenilworth?

There are 76 road cycling routes around Kenilworth, offering a diverse range of experiences. This includes 53 easy routes and 23 moderate routes, ensuring options for various skill levels.

What kind of terrain can I expect on road cycling routes near Kenilworth?

The road cycling routes in this area feature a mix of gentle rolling hills and flatter sections. For example, routes like the Lincoln Park – Lakefront Trail loop offer minimal elevation gain, while others provide slightly more varied topography suitable for different preferences.

Are there any easy road cycling routes suitable for beginners around Kenilworth?

Yes, Kenilworth offers a significant number of easy road cycling routes, with 53 options available. These routes are generally flatter and shorter, perfect for beginners or those looking for a relaxed ride. An example is the Lee Street Beach – Burnham Shores Park loop.

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

The road cycling routes around Kenilworth are highly rated by the komoot community, with an average score of 4.7 stars from over 140 reviews. Cyclists often praise the accessible paths and varied terrain, which cater to different ability levels and provide enjoyable excursions.

Are there any scenic viewpoints or landmarks along the road cycling routes in Kenilworth?

Yes, several routes offer scenic views and pass by notable landmarks. For instance, the Lee Street Beach – Burnham Shores Park loop takes you past Lee Street Beach and Burnham Shores Park. Other routes might lead you near natural attractions like Skokie Lagoon No. 3 or cultural sites such as the Baháʼí House of Worship Wilmette.

Can I find circular road cycling routes in the Kenilworth area?

Many of the road cycling routes around Kenilworth are designed as loops, allowing you to start and finish at the same point. Examples include the Edgebrook Woods – Skokie Valley Trail loop and the Skokie Lagoons – Skokie Lagoon No. 3 loop, providing convenient circular options for your ride.

What are some longer road cycling routes available around Kenilworth?

For longer rides, you can explore routes such as the Lincoln Park – Lakefront Trail, Chicago loop, which covers nearly 49 km. Another option is the Skokie Lagoons – Skokie Lagoon No. 3 loop, extending over 41 km.

Are there any routes that pass by lakes or water features near Kenilworth?

Yes, several routes offer views of lakes and lagoons. The Skokie Lagoons – Skokie Lagoon No. 3 loop is a prime example, taking you around the beautiful Skokie Lagoon No. 3. You can also find routes that pass by Lee Street Beach.

Are there any moderate difficulty road cycling routes in Kenilworth?

Yes, there are 23 moderate road cycling routes available around Kenilworth. These routes might feature slightly longer distances or more varied elevation changes compared to the easy routes, offering a bit more challenge. The Skokie Lagoon No. 3 – Skokie Lagoons loop is an example of a moderate route.

What types of natural attractions can I explore while road cycling near Kenilworth?

Beyond the cycling routes themselves, the area offers natural attractions like Harms Woods Preserve for forest scenery and various lagoons such as Skokie Lagoon No. 3, providing pleasant natural surroundings for your rides.

Are there any cultural or historical points of interest accessible by road bike around Kenilworth?

Yes, cyclists can discover cultural points of interest. The Baháʼí House of Worship Wilmette is a prominent architectural landmark, and the Skokie Northshore Sculpture Park offers an outdoor art experience, both of which can be incorporated into or accessed from various routes.

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