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Trails near Oswego, IL

394 trails within 30 miles of Oswego, for hiking, biking, horseback riding and off-road riding. Tap a trail for its map, trailhead and directions.

Hiking trails (363) Walking trails (341) Bike trails (274) Mountain bike trails (130) Paved trails (168) Horse trails (47) Dog-friendly trails (6) Snowmobile trails (4) Cross-country ski trails (31) Wheelchair-accessible trails (5) Greenways (10)

Quick picks

All nearby trails

Oswegoland Park District Trails

0.5 mi away

13 mi long · Easy · Oswego

Hiking Biking Paved

Waubonsie Trail

1.3 mi away

4.6 mi long · Easy · Village of Oswego

Hiking Biking Paved

White River Trail

2.1 mi away

0.7 mi long · Easy · Lynwood

Hiking Biking Mountain biking

Orange Trail

2.3 mi away

0.6 mi long · Easy · Lynwood

Hiking Biking Mountain biking

Red Trail

2.3 mi away

0.9 mi long · Moderate · Lynwood

Hiking Biking Mountain biking

Green Trail

2.4 mi away

0.6 mi long · Hard · Lynwood

Hiking Biking Mountain biking

Yellow Trail

2.7 mi away

0.6 mi long · Moderate · Lynwood

Hiking Biking Mountain biking

Violet Trail

2.7 mi away

0.6 mi long · Easy · Lynwood

Hiking Biking Mountain biking

Blue Trail

3.5 mi away

2.1 mi long · Easy · Lynwood

Hiking Biking Mountain biking

Fox River Trail

4.3 mi away

49 mi long · Easy · Village of Oswego

Hiking Biking Paved

Virgil Gilman Trail

4.3 mi away

11 mi long · Easy · Montgomery

Hiking Biking Paved

Mastodon Lake Trail

4.6 mi away

1.0 mi long · Aurora

Hiking

Lincoln Park

5.2 mi away

0.5 mi long · Easy · Aurora

Hiking Paved

Fox River Trail

5.3 mi away

0.6 mi long · Aurora

Biking Mountain biking

Central Loop

5.4 mi away

0.9 mi long · Prestbury

Hiking Biking Mountain biking

Lake Patterson Trail

5.9 mi away

1.6 mi long · Aurora

Hiking

Aurora Bikeways

6.1 mi away

11 mi long · Easy · Aurora

Biking Paved

Normantown Trail

6.2 mi away

3.4 mi long · Easy · Plainfield

Hiking Biking Paved

Meadowview Trail

6.2 mi away

1.4 mi long · Aurora

Hiking

New Haven Park path

6.3 mi away

0.7 mi long · Easy · Aurora

Biking Paved

Woodland Loop Trail

6.3 mi away

1.1 mi long · Aurora

Hiking

Fifth Avenue Bike Trail

6.4 mi away

1.0 mi long · Easy · Aurora

Hiking Biking Paved

Great Prairie Trail

7.1 mi away

1.7 mi long · Prestbury

Hiking Biking Mountain biking

Red Pine Loop

7.1 mi away

1.1 mi long · Prestbury

Hiking

Southern DuPage Regional Trail

7.4 mi away

40 mi long · Easy · Dogs on leash · Woodridge

Hiking Biking Paved Wheelchair accessible Dogs allowed

Waubonsie Creek Trail

8.1 mi away

6.5 mi long · Easy · Aurora

Biking Paved

Plainfield Bicycle Routes

8.3 mi away

15 mi long · Easy · Plainfield

Hiking Biking Paved

DuPage River Trail

8.6 mi away

0.8 mi long · Easy · Plainfield

Hiking Biking Paved

Red Fox Loop

8.6 mi away

0.9 mi long · Prestbury

Hiking

DuPage River Trail

8.8 mi away

0.6 mi long · Easy · Plainfield

Biking Paved

Prairie-Woodland Trail

8.9 mi away

0.8 mi long · Big Rock

Hiking

Dupage River Trail

9.0 mi away

1.3 mi long · Plainfield

Hiking Biking Mountain biking

Springbrook Prarie Trail

9.0 mi away

5.6 mi long · Naperville

Hiking Biking Mountain biking

Prairie Trail

9.0 mi away

0.5 mi long · Big Rock

Hiking

Dupage River Trail

9.0 mi away

0.8 mi long · Easy · Plainfield

Biking Paved

Prairie Loop Trail

9.0 mi away

1.3 mi long · Prestbury

Hiking

North Loop Trail

9.1 mi away

0.7 mi long · Easy · Big Rock

Hiking Paved

Tall Grass Greenway

9.4 mi away

3.9 mi long · Easy · Plainfield

Hiking Biking Paved Greenway

Siegler Lake Loop Trail

9.4 mi away

1.3 mi long · Big Rock

Hiking

Ft. Beggs Trail

9.4 mi away

1.4 mi long · Plainfield

Biking Mountain biking

Mid-County Trail

9.6 mi away

1.4 mi long · Prestbury

Biking Mountain biking

Camp to Lake Trail

9.7 mi away

1.4 mi long · Big Rock

Hiking

Lake Renwick Bikeway

9.7 mi away

2.6 mi long · Plainfield

Biking Mountain biking

95th Street

9.7 mi away

1.5 mi long · Easy · Naperville

Hiking Biking Paved

Northwestern Lot Line Trail

10 mi away

3.0 mi long · Big Rock

Hiking

Henslow's Trail

10 mi away

2.0 mi long · Naperville

Hiking

Sunflower Trail

10 mi away

1.2 mi long · Naperville

Hiking Biking Mountain biking

Savanna Trail

10 mi away

0.5 mi long · North Aurora

Hiking

Caton Ridge Main Path

10 mi away

0.7 mi long · Shorewood

Biking Mountain biking

Coyote Trail

11 mi away

1.6 mi long · Prestbury

Hiking

Meadowlark Trail

11 mi away

1.9 mi long · Prestbury

Hiking

Illinois Prairie Path - Batavia Spur

11 mi away

6.2 mi long · Batavia

Hiking Biking Mountain biking

Ft. Beggs Trail (South)

11 mi away

1.9 mi long · Shorewood

Hiking Biking Mountain biking

River Trail

11 mi away

0.6 mi long · Bolingbrook

Hiking Biking Mountain biking Horses

Route 59

11 mi away

1.7 mi long · Easy · Warrenville

Hiking Biking Paved

Nelson Lake Trail

11 mi away

2.5 mi long · North Aurora

Hiking

Mid-County Trail

11 mi away

1.2 mi long · Easy · North Aurora

Biking Paved

Loop Trail

11 mi away

1.3 mi long · Bolingbrook

Hiking Biking Mountain biking

Fermilab Trail

12 mi away

5.7 mi long · Easy · West Chicago

Hiking Biking Paved

Black Walnut Trail

12 mi away

1.2 mi long · Warrenville

Hiking Biking Mountain biking

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Nearby cities

All trails in Illinois

Common questions

How many trails are near Oswego?
We list 394 trails within 30 miles of Oswego, Illinois. This page shows the 60 closest.
What is the longest trail near Oswego?
Fox River Trail is the longest on this page at about 49 miles, 4.3 miles from Oswego.
Are there dog-friendly trails near Oswego?
Yes. Map data lists 1 trail on this page as open to dogs, including Southern DuPage Regional Trail. Most trails have no dog rule in our data yet, so check signs at the trailhead.