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Routes
Road cycling routes
United States
Illinois
Lake County

Waukegan

The best road cycling routes around Waukegan

5.0

(18)

421

riders

33

rides

Road cycling around Waukegan offers diverse landscapes, including access to the Lake Michigan shoreline, extensive forest preserves, and regional trail networks. The area features a mix of terrain, from pine groves and prairies to oak woodlands and wetlands, providing varied routes for cyclists. Gently rolling terrain characterizes many of the paths, making them suitable for different fitness levels. Waukegan serves as a gateway to broader cycling experiences, connecting to significant regional trails.

Best road cycling routes around Waukegan

  • The most…

Last updated: May 16, 2026

5.0

(1)

40

riders

#1.

Lake Forest City Hall – Fort Sheridan Cemetery loop from Great Lakes

22.9km

01:06

50m

50m

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

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Easy

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

Easy
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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
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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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With the lake, playground, sports fields, paths, picnic, and bbq areas Butler Lake Park has everything you'll need for a day out.

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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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This forest preserve offers a quiet escape from the city with a good selection of trails. All the trails are well marked and well maintained. You can also connect to the Des Plains River Trail to explore further afield.

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Alex
February 13, 2024, Fort Sheridan Pond

You get a lovely view of the Fort Sheridan Pond and the woodland surrounding it. With such a lovely view directly from the relatively quiet road, this is a lovely spot to pass by on your cycle.

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Trees, ponds and flowers make the Old School Forest Preserve an ideal habitat for many animal species, flowers and more. Here you can completely immerse yourself in nature.

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The statue captures Sheridan astride his mount "Rienzi," inspiring his troops during the pivotal Battle of Five Forks in April 1865, a symbol of his leadership and victory. Visit Fort Sheridan to admire this iconic sculpture, commemorating a key figure in American history.

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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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Frequently Asked Questions

What kind of terrain can I expect on road cycling routes in Waukegan?

Road cycling routes around Waukegan offer a diverse landscape, ranging from gently rolling terrain to paths through pine groves, prairies, and oak woodlands. Many routes provide access to the scenic Lake Michigan shoreline and extensive forest preserves, ensuring varied scenery for cyclists of all levels.

How many road cycling routes are available around Waukegan?

There are over 25 road cycling routes available around Waukegan, catering to various skill levels. You'll find a good mix of easy and moderate rides to explore the region's natural beauty.

Are there easy road cycling routes suitable for beginners in Waukegan?

Yes, Waukegan offers several easy road cycling routes perfect for beginners or those looking for a relaxed ride. For instance, the Fort Sheridan Cemetery loop from Great Lakes is an easy 14-mile (22.5 km) route, and the Rockland Wetlands – Old School Forest Preserve loop from Lake Bluff is another easy option at 19.7 miles (31.7 km).

Are there longer or more challenging road cycling routes in the Waukegan area?

While there are no routes classified as 'difficult' in Waukegan, you can find longer, moderate rides that offer more of a challenge. The Butler Lake Picnic Park – Fort Sheridan Forest Preserve loop from Prairie Crossing is a moderate 36.6-mile (58.9 km) route, providing a longer distance for experienced cyclists.

What scenic natural features can I see while road cycling near Waukegan?

Many routes will take you through beautiful natural features. You can expect to see the Lake Michigan shoreline, diverse forest preserves like Fort Sheridan, Lyons Woods, and Waukegan Savanna, which feature pine groves, prairies, oak woodlands, and wetlands. The Des Plaines River Trail also offers extensive scenic views.

Are there any interesting landmarks or attractions along the road cycling routes?

Yes, several routes pass by or are near interesting landmarks and attractions. You might encounter highlights such as Independence Grove Lake, the Des Plaines River bridge, or the natural beauty of MacArthur Woods Forest Preserve. These offer great spots for a break or to explore further.

Which road cycling routes offer views of Lake Michigan?

Routes that pass through or near the Fort Sheridan Forest Preserve, such as the Fort Sheridan Forest Preserve – Fort Sheridan Forest Preserve loop from Green Oaks, often provide scenic glimpses of the Lake Michigan shoreline. Waukegan Municipal Beach is also easily accessible for post-ride relaxation by the lake.

Are there loop trails for road cycling in Waukegan?

Yes, many of the road cycling routes in Waukegan are designed as convenient loops. Examples include the Fort Sheridan Cemetery loop from Great Lakes and the Des Plaines River Trail – Old School Forest Preserve loop from Libertyville, allowing you to start and end at the same point.

What do other road cyclists enjoy the most about road cycling in Waukegan?

The road cycling routes in Waukegan are highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the diverse landscapes, the access to the Lake Michigan shoreline, and the well-maintained trails through various forest preserves, making for enjoyable and scenic rides.

Are there options for connecting to regional trail networks from Waukegan?

Absolutely. Waukegan serves as an excellent gateway to extensive regional cycling routes. The **Robert McClory Bike Path** is a significant paved trail accessible from the area, stretching across Lake County and connecting to the Green Bay Trail. This allows for long-distance riding experiences and access to various Lake County forest preserves.

Is there parking available near the road cycling routes in Waukegan?

Many forest preserves and trailheads in the Waukegan area, such as Fort Sheridan Forest Preserve, Lyons Woods Forest Preserve, and Waukegan Savanna Forest Preserve, offer designated parking facilities for visitors. It's advisable to check specific preserve websites for detailed parking information.

What is the best time of year to go road cycling in Waukegan?

The spring, summer, and fall months generally offer the best conditions for road cycling in Waukegan, with pleasant temperatures and vibrant natural scenery. Spring brings wildflowers, while fall showcases beautiful foliage. Always check local weather conditions before heading out.

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