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Favorite Rolling meadows that look like The Shire.
Intermediate/Difficult Intermediate/Difficult

Ice Age Trail: Kettle Moraine State Forest-Southern Unit

32.3 mi 52.0 km • 3,479' Up 1060.47 m Up • 3,409' Down 1039.1 m Down

Whitewater, WI
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Favorite No Photos
Easy Easy

Great Western Trail

17.7 mi 28.5 km • 219' Up 66.87 m Up • 144' Down 43.78 m Down

Saint C…, IL
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Favorite Deep ravine scenery on the South Loop at Illiniwek.
Intermediate Intermediate

South System Loop

1.6 mi 2.5 km • 123' Up 37.37 m Up • 121' Down 36.99 m Down

Hampton, IL
Explore in 3D
Favorite No Photos
Difficult Difficult

Hirsch Farm

5.2 mi 8.3 km • 535' Up 163.14 m Up • 542' Down 165.27 m Down

Plattev…, WI
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Favorite South Mountain Park/Preserve.
Easy Easy

Nelson Lake Trail

2.6 mi 4.2 km • 33' Up 10.07 m Up • 54' Down 16.61 m Down

Batavia, IL
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Favorite No Photos
Intermediate Intermediate

Trail 7

3.6 mi 5.8 km • 141' Up 42.95 m Up • 208' Down 63.28 m Down

Metamora, IL
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Favorite No Photos
Easy Easy

Connector Trail

0.1 mi 0.2 km • 0' Up 0 m Up • 1' Down 0.45 m Down

Dunlap, IL
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Favorite No Photos
Intermediate Intermediate

Cedar Point Trail

0.2 mi 0.3 km • 75' Up 22.81 m Up • 79' Down 24.07 m Down

Lancaster, WI
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Favorite Switchbacks a the end of the North Loop decent.
Intermediate Intermediate

North System Descent

0.4 mi 0.6 km • 26' Up 7.86 m Up • 176' Down 53.53 m Down

Hampton, IL
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Favorite The Berms
Intermediate Intermediate

South System Descent

0.3 mi 0.4 km • 2' Up 0.55 m Up • 160' Down 48.7 m Down

Hampton, IL
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Favorite No Photos
Easy/Intermediate Easy/Intermediate

Wilderness Trail

0.7 mi 1.2 km • 62' Up 18.92 m Up • 48' Down 14.63 m Down

Verona, WI
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Favorite No Photos
Easy Easy

Keystone Rd. Landing

0.9 mi 1.5 km • 7' Up 2.26 m Up • 7' Down 2.26 m Down

Wonder…, IL
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Favorite Heritage Trail
Easy/Intermediate Easy/Intermediate

Heritage Trail

28.8 mi 46.3 km • 467' Up 142.45 m Up • 781' Down 238.19 m Down

Dyersville, IA
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Favorite No Photos
Easy/Intermediate Easy/Intermediate

Lunt-Fontanne Nature Center Trail

0.6 mi 0.9 km • 50' Up 15.15 m Up • 49' Down 15.05 m Down

Wales, WI
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Favorite River valley from an overlook on Sentinel Ridge
Difficult Difficult

Sentinel Ridge Trail

1.8 mi 2.9 km • 692' Up 210.91 m Up • 150' Down 45.7 m Down

Prairie…, WI
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Favorite No Photos
Intermediate Intermediate

Sugar Maple Nature Trail

1.5 mi 2.4 km • 281' Up 85.55 m Up • 369' Down 112.32 m Down

Prairie…, WI
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Favorite The Scuppernong Trail can be rocky in sections.
Intermediate Intermediate

Green Trail

5.1 mi 8.2 km • 253' Up 77.17 m Up • 238' Down 72.51 m Down

North P…, WI
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Favorite Overlook
Intermediate/Difficult Intermediate/Difficult

Green Loop

7.2 mi 11.6 km • 1,051' Up 320.28 m Up • 1,048' Down 319.58 m Down

Palmyra, WI
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Favorite Tall grass in the Brooklyn Wildlife Area.
Intermediate/Difficult Intermediate/Difficult

Ice Age Trail: Brooklyn Wildlife Area Segment

6.4 mi 10.3 km • 741' Up 226 m Up • 758' Down 230.9 m Down

Belleville, WI
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Favorite Old trestle going over the I & M Canal.
Easy/Intermediate Easy/Intermediate

I & M Canal Trail

63.2 mi 101.8 km • 147' Up 44.8 m Up • 220' Down 67.15 m Down

Rockdale, IL
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Favorite LaSalle Canyon Waterfall.
Easy/Intermediate Easy/Intermediate

Interior Canyon Trail - LaSalle Canyon

0.6 mi 1.0 km • 70' Up 21.48 m Up • 67' Down 20.32 m Down

Deer Park, IL
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Favorite The Mississippi River Overlook is a beautiful spot to be in the fall.
Easy Easy

Galena River Trail: Aiken Segment

2.3 mi 3.7 km • 0' Up 0 m Up • 33' Down 10.08 m Down

Galena, IL
Explore in 3D
Favorite No Photos
Easy Easy

Virgil Gilman Trail

11.8 mi 19.0 km • 165' Up 50.35 m Up • 141' Down 43.07 m Down

Boulder…, IL
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Favorite Here, you're starting to get into sections of the trail with tall, gorgeous trees.
Intermediate Intermediate

Red Loop

2.1 mi 3.4 km • 134' Up 40.84 m Up • 137' Down 41.88 m Down

Palmyra, WI
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Favorite Heading east with the Wisconsin River on the left.
Difficult Difficult

Old Immigrant Trail

2.4 mi 3.9 km • 447' Up 136.13 m Up • 361' Down 110.07 m Down

Prairie…, WI
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Favorite No Photos
Intermediate Intermediate

Kishwaukee River Recreation Path

2.3 mi 3.7 km • 51' Up 15.4 m Up • 37' Down 11.23 m Down

Cherry…, IL
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Favorite This is pretty typical for the Scuppernong Trail.
Intermediate Intermediate

Red Trail

2.5 mi 4.0 km • 225' Up 68.66 m Up • 236' Down 72.01 m Down

North P…, WI
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Favorite Waterfall at the end of St. Louis Canyon.
Easy Easy

Interior Canyon Trail - St. Louis Canyon

0.2 mi 0.4 km • 112' Up 34.16 m Up • 0' Down 0 m Down

Deer Park, IL
Explore in 3D
Favorite Bridge leading over a small creek.
Easy Easy

River Trail

1.8 mi 3.0 km • 55' Up 16.89 m Up • 153' Down 46.62 m Down

Deer Park, IL
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Favorite Lower Picnic Area Trail.
Intermediate Intermediate

Punch Bowl Trail

0.4 mi 0.6 km • 131' Up 39.86 m Up • 7' Down 2.26 m Down

Blue Grass, IA
Explore in 3D
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