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Particularly Special Place
Newest Hiking Trails
near Sleepy Hollow, Illinois
Sleepy Hollow, Illinois 
Recommended Routes, Photos, & More
Easy
P.A. Nehring Forest Preserve Loop
0.5 mi 0.8 km • 60' Up 18.2 m Up • 54' Down 16.54 m Down
DeKalb, IL
No Photos
Easy/Intermediate
Oak Ridge Marsh Outer Track
0.2 mi 0.3 km • 11' Up 3.29 m Up • 16' Down 4.9 m Down
Lake Zu…, IL
No Photos
Easy
Hickory Creek Bikeway
3.1 mi 4.9 km • 158' Up 48.13 m Up • 169' Down 51.52 m Down
New Lenox, IL
No Photos
Easy
Orange Loop
1.4 mi 2.3 km • 72' Up 21.83 m Up • 73' Down 22.16 m Down
Muskego, WI
No Photos
Easy
Half Yellow Trail
1.6 mi 2.5 km • 70' Up 21.48 m Up • 70' Down 21.36 m Down
Muskego, WI
Intermediate
Havenridge Nature Trail
3.6 mi 5.9 km • 444' Up 135.29 m Up • 493' Down 150.22 m Down
New Glarus, WI
No Photos
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
Intermediate
Forked Aster Trail
0.5 mi 0.8 km • 57' Up 17.47 m Up • 68' Down 20.74 m Down
South M…, WI
No Photos
Easy
Oak Leaf Trail: South Shore Line
2.3 mi 3.6 km • 141' Up 43.02 m Up • 69' Down 21.07 m Down
South M…, WI
No Photos
Easy
Keystone Rd. Landing
0.9 mi 1.5 km • 7' Up 2.26 m Up • 7' Down 2.26 m Down
Wonder…, IL
No Photos
Easy
Hickory Creek East Paved Path
2.2 mi 3.6 km • 89' Up 27.22 m Up • 101' Down 30.84 m Down
Mokena, IL
No Photos
Intermediate
Hollows Picnic Grove Trail
0.7 mi 1.1 km • 33' Up 9.92 m Up • 30' Down 9.12 m Down
Cary, IL
No Photos
Easy
Henslow's Trail
2.2 mi 3.6 km • 76' Up 23.27 m Up • 57' Down 17.35 m Down
Naperville, IL
Easy/Intermediate
Sunflower Trail
1.2 mi 1.9 km • 35' Up 10.64 m Up • 5' Down 1.59 m Down
Naperville, IL
Easy/Intermediate
Millbrook South Forest Preserve Trail
2.1 mi 3.3 km • 31' Up 9.57 m Up • 34' Down 10.41 m Down
Plano, IL
Intermediate
Orange Loop
5.5 mi 8.8 km • 864' Up 263.22 m Up • 861' Down 262.55 m Down
Palmyra, WI
No Photos
Easy/Intermediate
Gander Mountain Ridge
0.3 mi 0.4 km • 43' Up 13.11 m Up • 5' Down 1.46 m Down
Channel…, IL
No Photos
Easy/Intermediate
Gander Mountain Loop
2.5 mi 4.0 km • 253' Up 77.05 m Up • 253' Down 77.09 m Down
Channel…, IL
No Photos
Easy/Intermediate
Gander Mountain North
0.4 mi 0.6 km • 4' Up 1.25 m Up • 167' Down 50.93 m Down
Channel…, IL
No Photos
Easy/Intermediate
Gander Mountain South
1.0 mi 1.6 km • 51' Up 15.69 m Up • 194' Down 59.03 m Down
Channel…, IL
No Photos
Easy
Fen View Trail
0.8 mi 1.3 km • 26' Up 7.85 m Up • 23' Down 7.16 m Down
Crystal…, IL
Easy
Moraine View Trail
1.7 mi 2.8 km • 138' Up 42.08 m Up • 158' Down 48.19 m Down
Crystal…, IL
Easy
Va Sterne's Woods Trail
3.0 mi 4.8 km • 203' Up 61.79 m Up • 192' Down 58.37 m Down
Crystal…, IL
No Photos
Easy
Oak View Trail
1.0 mi 1.6 km • 46' Up 14.07 m Up • 55' Down 16.72 m Down
Crystal…, IL
No Photos
Easy
Kettle View Trail
0.8 mi 1.3 km • 82' Up 24.97 m Up • 53' Down 16.24 m Down
Crystal…, IL
Easy
Prairie View Trail
0.8 mi 1.4 km • 78' Up 23.76 m Up • 43' Down 12.96 m Down
Crystal…, IL
No Photos
Easy
Pond View Trail
0.5 mi 0.9 km • 5' Up 1.45 m Up • 41' Down 12.58 m Down
Crystal…, IL
