🔍Near me

Trails near Oconomowoc, WI

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

Hiking trails (198) Walking trails (194) Bike trails (86) Mountain bike trails (25) Paved trails (90) Horse trails (12) Dog-friendly trails (14) Snowmobile trails (5) Cross-country ski trails (42) Wheelchair-accessible trails (5) Greenways (33)

Quick picks

All nearby trails

Timber Woods Park Path

0.7 mi away

0.6 mi long · Oconomowoc

Hiking Biking Mountain biking

Lake Circle Path

4.3 mi away

3.9 mi long · Easy · Nashotah

Hiking Biking Paved

Cushing Park Road Recreational Trail

5.6 mi away

2.9 mi long · Easy · Delafield

Hiking Biking Paved

IAT - Delafield Segment

6.0 mi away

3.2 mi long · Easy · Delafield

Hiking Biking Paved

Prairie Path

6.3 mi away

3.9 mi long · Delafield

Hiking Biking Mountain biking Horses

Moraine Ridge Trail

6.9 mi away

6.5 mi long · Delafield

Hiking Cross-country skiing

Man-made Snow

7.2 mi away

1.5 mi long · Delafield

Hiking Cross-country skiing

Meadow Trail

7.2 mi away

1.9 mi long · Delafield

Hiking Cross-country skiing

Meadow Trail

7.3 mi away

1.9 mi long · Delafield

Hiking Cross-country skiing

Moraine Ridge Trail

7.3 mi away

6.7 mi long · Delafield

Hiking Cross-country skiing

Kettle View Trail

7.5 mi away

5.7 mi long · Delafield

Hiking Cross-country skiing

IAT - Hartland Segment

7.6 mi away

7.4 mi long · Easy · Hartland

Hiking Paved

Kettle View Trail

7.6 mi away

5.7 mi long · Delafield

Hiking Cross-country skiing

Green Loop

7.6 mi away

0.7 mi long · Easy · Ixonia

Hiking Paved

Blue Loop

7.7 mi away

0.5 mi long · Ixonia

Hiking Horses

Kame Terrace Trail

7.7 mi away

1.9 mi long · Delafield

Hiking Cross-country skiing

Plantation Path

7.7 mi away

1.3 mi long · Easy · Delafield

Hiking Paved Wheelchair accessible

Kame Terrace Trail

7.7 mi away

1.9 mi long · Delafield

Hiking Cross-country skiing

Connector Trail

8.4 mi away

0.6 mi long · Merton

Hiking

Hartridge Homeowners Association Trail

8.4 mi away

1.2 mi long · Easy · Hartland

Hiking Biking Paved

IAT - Lapham Peak Segment

8.5 mi away

6.4 mi long · Dogs on leash · Delafield

Hiking Dogs allowed

IAT - Merton Segment

8.5 mi away

2.8 mi long · Easy · Merton

Hiking Biking Paved

IAT - Monches Segment

8.7 mi away

2.9 mi long · Merton

Hiking

Ice Age National Scenic Trail

9.2 mi away

0.8 mi long · Merton

Hiking

IAT - Waterville Segment

9.6 mi away

4.6 mi long · Easy · Dousman

Hiking Paved

Watertown/Oconomowoc Interurban Rail Trail

10 mi away

9.7 mi long · Ixonia

Hiking Biking Mountain biking Rail trail

IAT - Loew Lake Segment

10 mi away

4.5 mi long · Merton

Hiking

Lake Country Trail

10 mi away

18 mi long · Easy · Delafield

Hiking Biking Paved

Observation Loop

11 mi away

0.4 mi long · North Prairie

Hiking

Meadowbrook Trail

12 mi away

3.0 mi long · Easy · Pewaukee

Hiking Biking Paved

Green Loop

12 mi away

1.1 mi long · North Prairie

Hiking Biking Mountain biking Horses

Brown Loop

12 mi away

0.7 mi long · North Prairie

Hiking Biking Mountain biking Horses

Green Loop

12 mi away

4.9 mi long · North Prairie

Hiking

Orange Loop

12 mi away

4.1 mi long · North Prairie

Hiking

Red Loop

12 mi away

2.3 mi long · North Prairie

Hiking

IAT - Scuppernong Segment

12 mi away

5.8 mi long · North Prairie

Hiking

Blue Loop

12 mi away

1.8 mi long · North Prairie

Hiking Biking Mountain biking Horses

Purple Trail

12 mi away

0.9 mi long · North Prairie

Hiking Biking Mountain biking Horses

Gold Loop

12 mi away

2.4 mi long · North Prairie

Hiking Biking Mountain biking Horses

Scuppernong Springs Nature Trail

12 mi away

1.1 mi long · Eagle

Hiking

Station Way Road

13 mi away

0.6 mi long · Easy · Hartford

Paved

Glacial River Trail

13 mi away

57 mi long · Easy · Jefferson

Hiking Biking Paved

River Glen Walking Path

14 mi away

0.6 mi long · Sussex

Hiking

IAT - Holy Hill Segment

14 mi away

7.3 mi long · Hartford

Hiking

Wildcat Habitat Nature Loop

14 mi away

0.6 mi long · Hartford

Hiking

River Crossing Trail

15 mi away

0.6 mi long · Easy · Waukesha

Hiking Biking Paved

Fox River Trail

15 mi away

11 mi long · Easy · Waukesha

Hiking Biking Paved

Rubicon River Trail

16 mi away

2.2 mi long · Easy · Hartford

Hiking Biking Paved

Heritage Park Walking Trail

16 mi away

1.1 mi long · Easy · Richfield

Hiking Paved

Center City Connector Trail

16 mi away

1.6 mi long · Easy · Dogs on leash · Waukesha

Hiking Biking Paved Dogs allowed

IAT - Eagle Segment

16 mi away

5.8 mi long · Dogs on leash · Eagle

Hiking Dogs allowed

Green Loop

16 mi away

2.1 mi long · Slinger

Hiking

Red Loop

16 mi away

0.7 mi long · Easy · Slinger

Hiking Paved

Blue Loop

16 mi away

4.0 mi long · Slinger

Hiking

Brown Loop

16 mi away

4.4 mi long · Slinger

Hiking

Orange Loop

16 mi away

2.6 mi long · Slinger

Hiking

IAT - Pike Lake Segment

16 mi away

3.3 mi long · Slinger

Hiking

Pike Lake Trail

16 mi away

6.0 mi long · Easy · Hartford

Hiking Biking Paved

Nature Trail

16 mi away

0.6 mi long · Eagle

Hiking

Stute Springs Nature Trail

17 mi away

1.5 mi long · Palmyra

Hiking

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Nearby cities

All trails in Wisconsin

Common questions

How many trails are near Oconomowoc?
We list 205 trails within 30 miles of Oconomowoc, Wisconsin. This page shows the 60 closest.
What is the longest trail near Oconomowoc?
Glacial River Trail is the longest on this page at about 57 miles, 13 miles from Oconomowoc.
Are there dog-friendly trails near Oconomowoc?
Yes. Map data lists 3 trails on this page as open to dogs, including IAT - Lapham Peak Segment, Center City Connector Trail, IAT - Eagle Segment. Most trails have no dog rule in our data yet, so check signs at the trailhead.