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Favorite The trail is full of life and diversity.
Intermediate Intermediate

The Chicago Outerbelt Route

208.6 mi 335.7 km • 1,684' Up 513.38 m Up • 1,684' Down 513.32 m Down

Chicago, IL
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Favorite Ladders (2 of 3)
Difficult Difficult

5-Mile Challenge

5.9 mi 9.5 km • 629' Up 191.86 m Up • 628' Down 191.4 m Down

Rockport, IN
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Favorite boardwalk
Easy Easy

Carlson Oxbow Park

1.2 mi 1.9 km • 7' Up 2.23 m Up • 7' Down 2.27 m Down

Highland, IN
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Favorite Waterfall leading down the canyon.
Intermediate Intermediate

Starved Rock Loop

5.1 mi 8.1 km • 493' Up 150.12 m Up • 492' Down 149.9 m Down

Deer Park, IL
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Favorite Flowers line the edge of the Prairie Creek Woods Trail. Photo credit: USDA Forest Service.
Easy Easy

Prairie Creek Woods Trail

1.7 mi 2.7 km • 11' Up 3.3 m Up • 11' Down 3.3 m Down

Wilmington, IL
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Favorite A short stop to enjoy the view.
Intermediate Intermediate

Matthiessen State Park Loop

2.7 mi 4.4 km • 164' Up 49.97 m Up • 168' Down 51.09 m Down

Deer Park, IL
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Favorite Bur oak savanna along the Hobart Woodland Trail.
Easy/Intermediate Easy/Intermediate

Hobart Woodland Trail

2.2 mi 3.5 km • 40' Up 12.18 m Up • 40' Down 12.23 m Down

Hobart, IN
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Favorite Taking a break along the Oak Savannah Trail.
Easy Easy

Hobart Prairie Grove (Oak Savannah Trail)

3.9 mi 6.3 km • 30' Up 9.19 m Up • 30' Down 9.22 m Down

Hobart, IN
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Favorite Grasshopper Trailhead at Westlake Road and 74th Street, take a right on a gravel road. This dead ends at the abandoned campground entry. Park alongside the road's edge and not in the road.
Easy Easy

Portage Lakefront & Riverwalk

1.5 mi 2.3 km • 39' Up 12 m Up • 42' Down 12.7 m Down

Ogden D…, IN
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Favorite The Dune Succession Trail.
Intermediate Intermediate

West Beach 3-Loop

3.5 mi 5.7 km • 223' Up 67.94 m Up • 220' Down 66.94 m Down

Ogden D…, IN
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Favorite Eastern prickly pear cactus can be found on the Tolleston Dunes Trail!
Intermediate Intermediate

Tolleston Dunes Trail

2.9 mi 4.7 km • 127' Up 38.71 m Up • 127' Down 38.7 m Down

Ogden D…, IN
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Favorite The hike is so worth it!
Intermediate Intermediate

Paul H. Douglas Trail

3.4 mi 5.5 km • 46' Up 14.12 m Up • 46' Down 14.03 m Down

New Chi…, IN
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Favorite Oak trees begin to leaf out in a well-managed oak woodland. With plenty of sunlight, the spring wildflowers are abundant.
Intermediate Intermediate

Sag Valley Main Trail

8.5 mi 13.6 km • 364' Up 110.8 m Up • 364' Down 111.01 m Down

Palos Park, IL
Explore in 3D
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