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Gravel rides
United States
Illinois
Cook County

Winnetka

The best gravel rides around Winnetka

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Gravel biking around Winnetka offers routes primarily through forest preserves and along river trails. The terrain is characterized by relatively flat unpaved paths and loops around natural areas like the Skokie Lagoons and the Des Plaines River. Elevation gains are generally low, making many routes accessible for various skill levels.

Best gravel bike trails around Winnetka

  • The most popular gravel bike trail is North Branch Yellow Unpaved Trail, a 10.8 miles (17.3 km) trail that takes 1 hour 3…

Last updated: May 22, 2026

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#1.

North Branch Yellow Unpaved Trail

17.3km

01:04

20m

20m

This easy 10.8-mile gravel biking route through Skokie Lagoons offers scenic views, wildlife, and a gentle 74 feet of elevation gain.

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Easy

Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

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Tips from the Community

oliviakellis
May 26, 2025, Cahokia Flatwoods

This stretch of the Des Plaines River Trail at Cahokia Flatwoods Forest Preserve guides hikers through a serene woodland, with a dirt path winding under tall oaks and maples. Surrounded by green undergrowth and dappled sunlight, it’s a peaceful escape near the river

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Dam No.1 Woods is a great spot to rest and recharge along the Des Plaines River Trail. With two sheltered picnic groves, it’s an ideal place for a lunch break. The scenic surroundings make it a relaxing stop, whether you're out for a casual family ride, just starting your cycling journey, or looking for a quick breather on a longer ride.

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MacArthur Woods is a preserved forest that showcases the original landscape of the eastern Des Plaines River Valley. The area features a diverse mix of plants, creating an important habitat for breeding forest birds, including the brown creeper, red-shouldered hawk, broad-winged hawk, veery, pileated woodpecker, and several rare warblers.

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Here you will find a gorgeous network of flat, crushed gravel trails that connect with the Des Plaines River Trail and other nearby preserves. The trails take you around scenic ponds, by picnic areas, and through the woods. This is a great place to see birds who use the ponds as migratory stops.

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You can follow the trail for 56 miles along the Des Plaines River with gorgeous views of local preserves, watersheds, forests, and marshes. The trail is wide packed gravel and shared with hikers and the occasional horseback rider. Here your pass through the County Forest Preserve which has its own scenic trail network.

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The Des Plaines River Trail stretches over 56 miles along the Des Plaines River, offering a scenic natural escape through Lake and Cook Counties, just outside Chicago. This multi-use trail features a mix of surfaces, including pavement, crushed stone, and single-track forest paths, making for an exciting and varied biking experience. The northern sections are well-maintained and popular, while the southern portions become narrower and more rugged. This particular portion of the Des Plaines River Trail passes through Half Day Forest Preserve with nice views of the river and several ponds.

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Jamie S.
September 3, 2024, Skokie Lagoon No. 3

From this grassy spot you get a lovely view of Skokie Lagoon No. 3. This lagoon is part of the Skokie Lagoons nature preserve, located in Glencoe and Winnetka, Illinois. This lagoon is one of seven interconnected lagoons spanning 190 acres, managed by the Forest Preserve District of Cook County. The lagoons were created by the Civilian Conservation Corps between 1933 and 1940, transforming a marshy area into the artificial lagoons seen today. On hot days you might see folks fishing, and kayaking. This is a great spot to rest and relax before continuing on your ride.

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Des Plaines River Trail is a popular 2 mile popular gravel trail located near Mettawa, Illinois, that runs largely along the water. It is popular with cyclists, walkers, runners, and the occasional horseback rider.

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Frequently Asked Questions

How many gravel bike trails are available in Winnetka?

Winnetka offers a network of 7 gravel bike routes, ranging from easy to difficult, primarily through forest preserves and along river trails. These routes are highly rated by the komoot community.

Are there easy gravel bike trails suitable for beginners in Winnetka?

Yes, Winnetka has several easy gravel bike trails perfect for beginners. A great option is the North Branch Yellow Unpaved Trail, which is 10.8 miles (17.3 km) long and features an unpaved surface suitable for gravel bikes. Another easy choice is the Dam Number 1 Woods – Des Plains River Trail loop from Kennicott Grove, covering 14.0 miles (22.5 km) through riverine landscapes.

What are the typical lengths of gravel bike trails in the Winnetka area?

Gravel bike trails in Winnetka vary significantly in length. You can find shorter routes like the North Branch Yellow Unpaved Trail at 10.8 miles (17.3 km), or longer, more challenging loops such as the Dam Number 1 Woods – Half Day Forest Preserve Ponds loop from Wilmette, which extends to 53.5 miles (86.2 km).

Are there challenging gravel bike routes for experienced riders?

Absolutely. For experienced riders seeking a challenge, the Dam Number 1 Woods – Half Day Forest Preserve Ponds loop from Wilmette is a difficult 53.5-mile (86.2 km) path that navigates through extensive forest preserves and past numerous ponds, offering a substantial ride.

What kind of terrain can I expect on Winnetka's gravel bike trails?

The gravel bike trails around Winnetka are characterized by relatively flat, unpaved paths primarily within forest preserves and along river trails. You'll encounter surfaces suitable for gravel bikes, with generally low elevation gains, making for a smooth yet engaging ride through natural areas like the Skokie Lagoons and Des Plaines River.

Are the gravel bike trails in Winnetka suitable for families?

Many of Winnetka's gravel bike trails are suitable for families, especially the easier routes with their relatively flat terrain and scenic natural surroundings. The forest preserve settings offer a safe and enjoyable environment for riders of all ages. Consider routes like the North Branch Yellow Unpaved Trail for a family-friendly outing.

What are some scenic points or attractions I can see along the trails?

While riding Winnetka's gravel trails, you'll often pass through picturesque natural areas. Highlights include the Skokie Lagoon No. 3, a beautiful lake, and the expansive Harms Woods Preserve. You might also encounter the Skokie Northshore Sculpture Park, offering a unique blend of nature and art.

When is the best season to go gravel biking in Winnetka?

The best seasons for gravel biking in Winnetka are typically spring, summer, and fall. During these months, the weather is generally mild, and the forest preserves are vibrant with foliage. Fall offers particularly scenic rides with changing leaves. While possible, winter riding can be challenging due to cold temperatures and potential snow or ice on unpaved paths.

Can I find quiet routes away from crowds?

Yes, many of Winnetka's gravel routes traverse extensive forest preserves and river trails, offering opportunities for quiet and peaceful rides. The network is designed to immerse you in nature, providing a serene escape from urban areas. Routes through the Skokie Lagoons and along the Des Plaines River are known for their tranquil settings.

What do other gravel bikers say about the trails in Winnetka?

The gravel biking routes in Winnetka are highly rated by the komoot community, with an average score of 5.0 stars from over 6 reviews. Riders often praise the well-maintained unpaved paths, the beautiful natural scenery of the forest preserves, and the accessibility of routes for various skill levels.

Are there any circular gravel bike routes in Winnetka?

Yes, many of the gravel bike routes in Winnetka are designed as loops, allowing you to start and end at the same point. Examples include the North Branch Trail – Skokie Lagoons loop from Wilmette and the North Branch Trail – Skokie Lagoons loop from Glencoe, both offering scenic circular rides through natural areas.

Where can I find parking for gravel bike trails in Winnetka?

Many of the forest preserves and trailheads in and around Winnetka, such as those along the Des Plaines River Trail and Skokie Lagoons, offer designated parking areas. These are typically well-marked and provide convenient access to the gravel bike routes.

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