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Road cycling routes
United States
Illinois
Lake County

Highland Park

The best road cycling routes around Highland Park

4.8

(115)

1,710

riders

44

rides

Road cycling routes around Highland Park, Illinois, primarily navigate a landscape shaped by former golf courses, restored woodlands, and interconnected trail systems. The region features green lawns, native gardens, and various wetland and riverfront habitats, offering varied topography for cyclists. Paved paths, such as the Half Day Road Bike Path, include sections with elevation changes, while multi-use trails connect to wider regional networks.

Best road cycling routes around Highland Park

  • The most popular road cycling route is Fort Sheridan Pond…

Last updated: October 18, 2026

4.3

(3)

135

riders

#1.

Founders Park – Shelton Park loop from Ravinia Park

31.3km

01:22

80m

80m

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

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Moderate

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

Easy
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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

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

Easy
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Popular around Highland Park

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Tips from the Community

Lydia
August 9, 2026, Secret World Books

Great pit-stop for book lovers

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Bahá’í House of Worship in Wilmette This is one of eight continental Bahá’í temples worldwide and serves as a spiritual center for all of North America. • The temple is open to people of all faiths and is intended as a place for prayer, meditation, and reflection, without sermons or organized worship services. • Inside, sacred texts from various world religions are read or sung without instrumental accompaniment. A domed prayer hall with nine entrances, nine alcoves, and nine fountains—the number nine symbolizing unity and spiritual wholeness. • Detailed concrete cladding in a lacy style, made of Portland cement and quartz. • Religious symbols from various faiths, such as the Christian cross, the Star of David, and the Islamic crescent, are incorporated into the exterior pillars. • Inside the dome, the “Greatest Name” is inscribed in Arabic script, meaning “O Thou Glory of Glories.”

Translated by Google•

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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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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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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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Set on the shores of Lake Michigan this is the second Baha'i Temple ever built. The Baha'i Faith is based in unity of all people therefore everyone is welcome to visit the temple.

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mtm05005
December 9, 2024, Founders Park

Founders Park is a small, urban park in Glencoe. It has ball fields, picnic tables, a playground and restrooms.

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Frequently Asked Questions

How many road cycling routes are available in Highland Park?

Highland Park offers a selection of 14 road cycling routes, catering to various skill levels. These routes are highly rated by the komoot community, with an average score of 4.7 stars.

What kind of terrain and scenery can I expect on road cycling routes in Highland Park?

Road cycling routes in Highland Park, Illinois, primarily navigate a landscape shaped by former golf courses, restored woodlands, and interconnected trail systems. You'll encounter green lawns, native gardens, and various wetland and riverfront habitats. The topography offers varied experiences, from paved paths with elevation changes, like the Half Day Road Bike Path, to multi-use trails connecting to wider regional networks.

Are there routes suitable for beginners or families in Highland Park?

Yes, Highland Park offers several easy road cycling routes perfect for beginners or families. For instance, the Northcroft Park – Skokie Valley Bikeway loop from Highland Park is an easy 21.9-mile path offering a smooth ride through local parks and along the bikeway. There are 8 easy routes in total.

Are there any challenging routes for experienced road cyclists in Highland Park?

While Highland Park's routes are generally easy to moderate, experienced cyclists can find longer, moderate options to extend their rides. The Fort Sheridan Pond – Skokie Valley Bikeway loop from Ravinia is a moderate 27.3-mile trail featuring varied terrain along the Skokie Valley Bikeway, providing a good workout. There are 6 moderate routes available.

What are the typical distances for road cycling routes in Highland Park?

Road cycling routes in Highland Park vary in distance, with options ranging from shorter loops to longer excursions. You can find routes like the Skokie Lagoons – Skokie Lagoon No. 3 loop from Ravinia Park at 15.6 miles, up to the 27.3-mile Fort Sheridan Pond – Skokie Valley Bikeway loop from Ravinia.

Are there any loop road cycling routes available in Highland Park?

Yes, many of the road cycling routes in Highland Park are designed as loops, offering convenient starting and ending points. Examples include the Fort Sheridan Pond – Skokie Valley Bikeway loop from Ravinia and the Founders Park – Shelton Park loop from Highland Park.

What points of interest or landmarks can I see along the road cycling routes?

Along the road cycling routes, you can explore various natural and scenic points of interest. Notable attractions include the tranquil Skokie Lagoon No. 3, the picturesque Half Day Forest Preserve Ponds, and the expansive MacArthur Woods Forest Preserve. Many routes also incorporate sections of the North Branch Trail.

Where can I find parking for road cycling trails near Highland Park?

Parking is generally available at various access points to the trail systems and parks in and around Highland Park. Many routes start from locations like Ravinia or Highland Park itself, where public parking facilities are often present. Specific parking details can usually be found on individual route pages or local park district websites.

Are there any permits required for road cycling in Highland Park?

Generally, no specific permits are required for road cycling on public trails and bikeways in Highland Park. The city actively promotes cycling and pedestrian activities, with a focus on creating a comprehensive and connected non-motorized transportation system for public enjoyment.

What is The Preserve of Highland Park and how does it relate to cycling?

The Preserve of Highland Park is a 100-acre area developed from a former golf course, featuring green lawns, native gardens, and restored woodlands. It offers walking and biking trails that connect to neighborhoods and regional biking trails. The Preserve's trails incorporate interesting topography from the former golf course, providing a unique cycling experience. More information can be found on the Visit Lake County website.

What do other road cyclists enjoy most about road cycling in Highland Park?

The area is highly rated by the komoot community, with an average score of 4.7 stars from over 19 reviews. Reviewers often praise the interconnected bikeways, the varied topography from former golf courses, and the scenic beauty of restored woodlands and wetland habitats. The network offers options for different ability levels, from easy loops to moderate challenges.

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