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.
Last updated: July 15, 2026
4.8
(5)
131
riders
59.3km
02:27
200m
200m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(2)
72
riders
69.3km
02:47
120m
120m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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22
riders
28.1km
01:15
40m
40m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
4.0
(1)
9
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
8
riders
17.0km
00:47
30m
30m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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