6 Best Trails in Chicago

Chicago, known for its iconic skyline and vibrant city life, also boasts a variety of trails that offer outdoor fun for everyone. Whether you walk, ride or roll, these trails provide a scenic and refreshing way to explore the city. From the iconic lakefront path to the peaceful river trails, here’s a list of the 6 best trails in and around Chicago you should explore.


1

Chicago Lakefront Trail


Photo by: kriszapanta

The Chicago Lakefront Trail is a picturesque 19-mile path that runs along the shores of Lake Michigan. This popular trail offers stunning views of the lake and the city skyline, passing through numerous parks and beaches, and even running through downtown Chicago. With connections to various cultural and tourist attractions, this trail is the perfect way to explore Chicago. It provides a unique blend of urban and natural scenery, making it a must-visit for both locals and tourists.


2

North Branch Trail


Photo by: jane11_tl

The North Branch Trail winds more than 20 miles along the North Branch of the Chicago River, connecting the city to the beautiful Chicago Botanic Garden. This paved trail is popular with a variety of trail users, offering scenic views of woodlands, meadows, and the river. It's a perfect choice for a peaceful ride or leisurely ramble through nature.


3

Bloomingdale Trail (The 606)


Photo by: dgoodwin

The Bloomingdale Trail, part of “The 606” park system, is a 3-mile, elevated rail-trail on Chicago’s northwest side. Numerous coffee shops, bars, restaurants, and shopping districts are also all within a few blocks of this urban trail. Linking five parks and many historical sites, this trail runs 17 feet above four of the city’s neighborhoods: Wicker Park, Bucktown, Humboldt Park, and Logan Square. It features art installations, beautiful gardens, and elegant landscapingoffering a vibrant and cultural experience in the heart of the city.


4

Des Plaines River Trail


Photo by: vhines1101

The Des Plaines River Trail follows the Des Plaines River through forests, wetlands, and watershed habitat. This mixed surface trail is ideal for hiking, biking, and horseback riding, providing a serene escape from the city. The trail offers ample opportunities for wildlife viewing and enjoying the natural beauty of the Chicagoland area.


5

North Shore Channel Trail


Photo by: toddila

The North Shore Channel Trail is a scenic 6.7-mile path that follows the North Shore Channel between Evanston and Chicago. With plenty of greenery and wildlife, this paved trail offers beautiful views of the channel and surrounding parks.


6

Green Bay Trail


Photo by: czikagovianka

The 9-mile Green Bay Trail runs parallel to Chicago's Metra commuter rail line north of the Chicago city limits. Offering a mix of urban and suburban scenery, the trail connects to several parks and green spaces, making it a convenient and enjoyable route for outdoor enthusiasts. Because the trail stays generally within a mile of Lake Michigan, you can take any number of on-road side trips for beachfront views of the lake.

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