Trails Near Chesterton, IN

Black Partridge Woods

Named for the Potawatomi Indian chief Black Partridge, who traveled through the Chicago Wilderness region into central Illinois, this area was dedicated as the second nature preserve in Illinois in 1965 in order to protect its spring-fed stream.


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  • Lemont, IL

Burnham Greenway

5.3 mile long asphalt trail.


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  • 5.3 miles
  • Chicago, IL

Busse Woods

9.4 mile long paved trail for biking.


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  • 9.4 miles
  • Chicago, IL

Busse Woods Loop

Busse Woods Loop is a 1.4 mile loop trail located near Elk Grove Village, Illinois. The trail is good for all skill levels offers a number of activity options.


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  • 1.4 miles
  • Elk Grove Village, IL

Cap Sauers And Swallow Cliff Loop Trail

Palos/Sag Valley Forest Preserve: Cap Sauers and Swallow Cliff Loop is a 4.75 mile loop trail located near Palos Park, Illinois that features a great forest setting. The trail is rated as moderate and primarily used for hiking, mountain biking & trail running and is accessible year-round.


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  • 4.75 miles
  • Palos Park, IL

Cavalier Park

Cavalier Park is a 3.5 mile loop trail located near Bourbonnais, Illinois that features a river. The trail is good for all skill levels offers a number of activity options. Dogs are also able to use this trail but must be kept on leash.


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  • 3.5 miles
  • Bourbonnais, IL

Century Park

Century Park Parking lot to Lakeview end of path is a 0.7 mile trail located near Vernon Hills, Illinois.


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  • 0.7 miles
  • Vernon Hills, IL

Chicago Lakefront

Chicago Lakefront is a 18 mile out and back trail located near Chicago, Illinois that features a lake and is good for all skill levels. The trail is primarily used for trail running & walking and is accessible from March until November. Dogs are also able to use this trail.


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  • 18 miles
  • Chicago, IL

Chicago Lakeshore Path: South Hike

Chicago Lakeshore Path: South Hike is a 4.4 mile point-to-point trail located near Chicago, Illinois that features a lake and is good for all skill levels. The trail is primarily used for fishing, hiking & road biking and is accessible year-round.


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  • 4.4 miles
  • Chicago, IL

Cricket Creek Loop

Cricket Creek Loop is a 2.1 mile loop trail located near Addison, Illinois that features a lake. The trail is good for all skill levels offers a number of activity options. Dogs are also able to use this trail but must be kept on leash.


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  • 2.1 miles
  • Addison, IL

Erie Lakawanna Trail

erie lakawanna trail is a 9.5 mile trail located near Griffith, Indiana. The trail is good for all skill levels and primarily used for road biking, trail running & walking.


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  • 9.5 miles
  • Griffith, IN

Great Western Trail

Great Western Trail is a 24.6 mile out and back trail located near Lombard, Illinois and is good for all skill levels. The trail is primarily used for road biking, trail running & walking and is accessible year-round.


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  • 24.6 miles
  • Lombard, IL

Green Bay Trail

green bay trail is a 5.8 mile trail located near Wilmette, Illinois. The trail is primarily used for trail running.


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  • 5.8 miles
  • Wilmette, IL

Greenbelt Lcfp

Tucked into Lake County's most urban area is this island of green. A surprising array of birds, wildflowers and landscapes are found here, and the amenities are clean, safe and well-designed.


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  • North Chicago, IL

Mcclaughry Springs Woods

McClaughry Springs Woods is a 1.4 mile loop trail located near Palos Park, Illinois that features a river and is rated as moderate. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.


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  • 1.4 miles
  • Palos Park, IL

Middlefork Savanna Lcfp

Middlefork Savanna is described as the best surviving black soil savanna in Illinois. In fact, over 25 acres of the preserve are considered the highest quality soil savanna in the nation and a globally threatened ecosystem.


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  • 4 miles
  • Lake Forest, IL

N Shore Channel Trail

Paved bike path that starts on North Side of Chicago, through Evanston and into Skokie


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  • 4.4 miles
  • Chicago, IL

Northern Section Of Robert Mcclory Bike Path

29.5 mile long paved out and back biking trail.


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  • 29.5 miles
  • Chicago, IL

Rum Village Pathway

Three miles of trails wind through a mixed-deciduous forest at Rum Village Park. Beech, maple and oak trees, some over 200 years old, tower over diverse wildflowers. Deer, foxes, coyotes, reptiles, amphibians and over 100 species of birds have been seen here.


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  • 3 miles
  • South Bend, IN

Skokie Trail

16.8 mile long paved out and back biking trail.


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  • 16.8 miles
  • Chicago, IL

Waterfall Glen

Waterfall Glen is a 9.4 mile loop trail located near Lemont, Illinois that features a waterfall. The trail offers a number of activity options and is accessible from April until October.


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  • 9.4 miles
  • Willowbrook, IL


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