4.6
(83)
611
riders
48
rides
Touring cycling routes around Highland Park feature a landscape characterized by a network of paved bikeways, forest preserves, and river corridors. The region offers varied terrain, including trails alongside the Skokie River and routes connecting to Lake Michigan. Dedicated bicycle lanes and shared roadways are part of the local infrastructure, enhancing accessibility for cyclists. These routes often traverse green lawns, native gardens, and restored woodlands, providing a scenic backdrop for rides.
Last updated: May 13, 2026
5.0
(14)
44
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
30
riders
66.0km
03:59
170m
170m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(9)
21
riders
43.2km
02:31
130m
130m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.8
(10)
16
riders
42.1km
02:34
90m
90m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
16
riders
53.6km
03:22
90m
90m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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.”
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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 easy multi-use trail makes its way through a number of neighborhoods and parks. It's a great place to escape to for a relaxing ride.
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This is a wonderful beach at Wilmette. You can spot migratory birds as they fly over Lake Michigan. It's a very diverse area for nature – sandy shore, dunes, parkland and native plantings. There's also a beach house and dog beach.
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From this location you'll have an amazing view across Lake Michigan to the Chicago Skyline in the distance.
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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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Lovely water feature behind / south of the Lighthouse
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From this spot you get amazing views over Lake Michigan. This is a nice place to take in the views over the water, eat a snack, and rest before continuing on your ride.
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There are over 45 touring cycling routes around Highland Park, offering a diverse range of options for cyclists. These routes are highly rated by the komoot community, with an average score of 4.8 stars.
The touring cycling routes in Highland Park primarily feature a network of paved bikeways, often traversing forest preserves and river corridors. You'll find varied terrain, including trails alongside the Skokie River and routes connecting to Lake Michigan, with many routes offering mostly paved surfaces through green lawns, native gardens, and restored woodlands.
Yes, Highland Park offers many easy routes suitable for families and beginners. For instance, the North Branch Black Paved Trail – North Branch Trail loop from Hubbard Woods is an easy 16.9-mile (27.2 km) route featuring mostly paved surfaces through natural preserves. Overall, 29 of the 46 available routes are classified as easy.
Many routes offer scenic views and pass by notable natural features. You can explore areas like the Skokie Lagoons, the Skokie River, and various forest preserves. Specific highlights include Skokie Lagoon No. 3, MacArthur Woods Forest Preserve, and the North Branch Trail itself, which is a significant cycleway.
Yes, many touring cycling routes in Highland Park are designed as loops, allowing you to start and end at the same point. Examples include the Grosse Point Lighthouse – Green Bay Trail loop from Lake Forest and the Small Lake – Skokie Valley Bikeway loop from Fort Sheridan.
Highland Park offers pleasant cycling conditions through spring, summer, and fall. The region's forest preserves and native gardens are particularly vibrant during these seasons. While some trails might be accessible in winter, the primary cycling season benefits from milder weather and fully accessible paved paths.
While specific regulations vary by preserve and trail section, many forest preserves in the Highland Park area are dog-friendly, often requiring dogs to be on a leash. It's advisable to check local signage or the specific preserve's website for the most current rules regarding pets on trails you plan to visit.
Highland Park and surrounding areas, including forest preserves, generally offer designated parking areas near trailheads. The city's 'MoveHP Plan' aims to improve access, including for cyclists, suggesting that parking facilities are considered for trail users. Specific parking availability may vary by route starting point.
For those seeking longer rides, the Grosse Point Lighthouse – Green Bay Trail loop from Lake Forest covers 41.1 miles (66.2 km) and is rated moderate. Another moderate option is the Skokie Lagoons – North Branch Trail loop from Fort Sheridan, which is 33.3 miles (53.6 km).
The area is highly rated by the komoot community, with an average score of 4.8 stars from over 80 reviews. Reviewers often praise the well-maintained paved surfaces, the scenic beauty of the forest preserves and river corridors, and the accessibility of routes that connect various natural areas and local destinations.
Yes, some routes utilize the Green Bay Trail, which offers views towards Lake Michigan. For example, the Grosse Point Lighthouse – Green Bay Trail loop from Lake Forest provides opportunities to experience the lake's proximity and views.
The duration varies significantly by route and your cycling pace. Easy routes like the North Branch Black Paved Trail – North Branch Trail loop from Hubbard Woods can take around 1 hour 33 minutes. Longer, moderate routes such as the Skokie Lagoons – North Branch Trail loop from Fort Sheridan might take approximately 3 hours 21 minutes.


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