How many trails are near Caledonia?

We list 181 trails within 30 miles of Caledonia, Wisconsin. This page shows the 60 closest.

What is the longest trail near Caledonia?

Oak Leaf Trail South Shore Line is the longest on this page at about 23 miles, 13 miles from Caledonia.

Are there dog-friendly trails near Caledonia?

Yes. Map data lists 9 trails on this page as open to dogs, including Oak Leaf Trail Oak Creek Line, Seven Waters Trail, Powerline Trail. Most trails have no dog rule in our data yet, so check signs at the trailhead.

Trails near Caledonia, WI

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

Hiking trails (171) Walking trails (167) Bike trails (106) Mountain bike trails (48) Paved trails (80) Horse trails (16) Dog-friendly trails (24) Snowmobile trails (4) Cross-country ski trails (21) Wheelchair-accessible trails (7) Greenways (5)

Quick picks

Closest: Caledonia Conservancy Greenspace Trail 1.5 mi, 3.5 mi away
Longest: Oak Leaf Trail South Shore Line 23 mi, 13 mi away
Easy walk: Caledonia Conservancy Greenspace Trail 1.5 mi, 3.5 mi away
Paved: Oak Leaf Trail Drexel Connector 4.9 mi, 6.5 mi away
Dog friendly: Oak Leaf Trail Oak Creek Line 11 mi, 6.5 mi away
Mountain biking: WE Energies Trail 3.2 mi, 4.8 mi away
Horseback riding: Caledonia Conservancy Greenspace Trail 1.5 mi, 3.5 mi away

All nearby trails

Caledonia Conservancy Greenspace Trail

3.5 mi away

1.5 mi long · Oak Creek

Hiking Horses

WE Energies Trail

4.8 mi away

3.2 mi long · Oak Creek

Hiking Biking Mountain biking

Oak Leaf Trail Drexel Connector

6.5 mi away

4.9 mi long · Easy · Greendale

Hiking Biking Paved

Oak Leaf Trail Oak Creek Line

6.5 mi away

11 mi long · Easy · Dogs on leash · Oak Creek

Hiking Biking Paved Dogs allowed

Racine MRK Trail

6.6 mi away

7.5 mi long · Wind Point

Hiking Biking Mountain biking

Racine County Bike Trail

6.7 mi away

1.0 mi long · Easy · Sturtevant

Biking Paved

Forked Aster Trail

8.1 mi away

0.5 mi long · Easy · South Milwaukee

Hiking Paved

Lake Michigan Pathway

8.2 mi away

1.3 mi long · Racine

Hiking Biking Mountain biking

North Shore Trail

8.5 mi away

4.4 mi long · Easy · Mount Pleasant

Hiking Biking Paved

Root River Pathway

8.6 mi away

6.2 mi long · Easy · Racine

Hiking Biking Paved

Ernie Lake Trail

8.7 mi away

0.6 mi long · Easy · Franklin

Hiking Paved

Racine-Sturtevant Trail

8.8 mi away

3.5 mi long · Easy · Mount Pleasant

Biking Paved

Seven Bridges Trail

8.8 mi away

2.0 mi long · Easy · South Milwaukee

Hiking

Pike River Pathway

9.0 mi away

7.3 mi long · Easy · Sturtevant

Hiking Biking Paved

Lake Michigan Pathway

9.1 mi away

0.9 mi long · Racine

Hiking Biking Mountain biking

Robinwood Trail

9.1 mi away

0.6 mi long · Easy · Franklin

Hiking Biking Paved

Kegel-Alpha Trail

9.1 mi away

4.0 mi long · Easy · Hales Corners

Hiking Biking Mountain biking

City of Franklin Hike and Biking Trail

9.7 mi away

1.4 mi long · Easy · City of Franklin Parks & Recreation

Hiking Biking Cross-country skiing Paved

Muskego Recreation Trail

9.7 mi away

9.5 mi long · Muskego

Hiking Biking Mountain biking

Life Trail

9.9 mi away

0.5 mi long · Union Grove

Hiking

Potter's Forest Trail

11 mi away

0.7 mi long · Easy · Hales Corners

Hiking Paved

Lincoln Woods Nature Walk

11 mi away

1.6 mi long · Union Grove

Hiking

Main Loop

12 mi away

3.5 mi long · Easy · Somers

Hiking Cross-country skiing Paved

North Shore Trail

12 mi away

4.4 mi long · Easy · Kenosha

Hiking Biking Paved

Anna Maria Williams Nature Trail

12 mi away

1.0 mi long · Easy · UW Parkside

Hiking Paved

Pines Loop

12 mi away

0.6 mi long · Easy · Somers

Hiking Cross-country skiing Paved

Woods Loop

12 mi away

1.1 mi long · Easy · Somers

Hiking Cross-country skiing Paved

Seven Waters Trail

12 mi away

21 mi long · Dogs on leash · Rochester

Hiking Biking Mountain biking Wheelchair accessible Dogs allowed

Wayne E. Dannehl National Cross Country Course

12 mi away

1.5 mi long · Easy · UW Parkside

Hiking Cross-country skiing Paved

Nojoshing Trail

12 mi away

0.6 mi long · Easy · Saint Francis

Hiking Biking Paved

Powerline Trail

13 mi away

5.7 mi long · Easy · Dogs on leash · Greenfield

Hiking Biking Paved Dogs allowed

Falcon View Park Trail

13 mi away

0.6 mi long · Easy · Hales Corners

Hiking Paved

Kinnickinic River Trail

13 mi away

3.0 mi long · Easy · Milwaukee

Hiking Biking Paved

Falcon Ridge Trail

13 mi away

1.1 mi long · Easy · Hales Corners

Hiking Biking Paved

Muskego Cross Country Course

13 mi away

1.7 mi long · Tichigan

Hiking

Oak Leaf Trail South Shore Line

13 mi away

23 mi long · Easy · Dogs on leash · Milwaukee County Parks

Hiking Biking Paved Dogs allowed

West Allis Cross-Town Connector

15 mi away

1.0 mi long · Easy · Elm Grove

Hiking Biking Paved

Hank Aaron State Trail

15 mi away

17 mi long · Easy · Dogs on leash · Wisconsin Department of Natural Resources

Hiking Biking Paved Dogs allowed

Fox River Landing Trail

16 mi away

1.6 mi long · Rochester

Biking Mountain biking

Paul Gihring Trail

16 mi away

0.5 mi long · New Berlin

Hiking Biking Mountain biking

New Berlin Trail

16 mi away

7.7 mi long · Easy · Dogs on leash · New Berlin

Hiking Biking Paved Dogs allowed

Green Trail

16 mi away

1.6 mi long · Paddock Lake

Hiking Horses

Visitor Center Nature Trail (0.7 mi)

16 mi away

0.5 mi long · Paddock Lake

Hiking

Blue Trail

16 mi away

3.5 mi long · Paddock Lake

Hiking

Saller Woods Hiking Trail

16 mi away

0.3 mi long · Easy · Dogs on leash · Racine County, Wisconsin

Hiking Dogs allowed

Doyne Trails

16 mi away

1.0 mi long · Easy · Wauwatosa

Hiking Biking Mountain biking

Saller Woods Snowmobile Connector

17 mi away

3.1 mi long · Easy · Dogs on leash · Burlington Sno-Snoopers

Hiking Snowmobiles Dogs allowed

Vista Nature Trail (1.0 mi)

17 mi away

0.9 mi long · Eagle Lake

Hiking

Oak Leaf Trail Milwaukee River Line

17 mi away

22 mi long · Easy · Dogs on leash · Milwaukee County Parks

Hiking Biking Paved Dogs allowed

Deer Creek Trail

17 mi away

6.6 mi long · Easy · Elm Grove

Hiking Biking Paved

Milwaukee RiverWalk

17 mi away

4.9 mi long · Easy · Department of City Development

Hiking Paved Wheelchair accessible

Karen Ordinans Activity Trail

17 mi away

0.6 mi long · Easy · Elm Grove

Hiking Paved Wheelchair accessible

Milwaukee River Trail

17 mi away

5.7 mi long · Shorewood

Hiking

Beerline Trail

17 mi away

4.6 mi long · Easy · Shorewood

Hiking Biking Paved

Deer Creek Trail

18 mi away

0.4 mi long · Easy · Elm Grove

Hiking Biking Paved

Monarch Trail

18 mi away

0.8 mi long · No dogs · Wauwatosa

Hiking

Minooka Park Mountain Bike Trail

18 mi away

5.6 mi long · Moderate · Waukesha

Biking Mountain biking

Orange Hiking Loop

18 mi away

1.3 mi long · Waukesha

Hiking Cross-country skiing

Blue Hiking Loop

18 mi away

0.8 mi long · Waukesha

Hiking Cross-country skiing

Hoyt Park Mountain Bike Trail

18 mi away

1.9 mi long · Easy · Wauwatosa

Hiking Biking Mountain biking

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Common questions

How many trails are near Caledonia?: We list 181 trails within 30 miles of Caledonia, Wisconsin. This page shows the 60 closest.
What is the longest trail near Caledonia?: Oak Leaf Trail South Shore Line is the longest on this page at about 23 miles, 13 miles from Caledonia.
Are there dog-friendly trails near Caledonia?: Yes. Map data lists 9 trails on this page as open to dogs, including Oak Leaf Trail Oak Creek Line, Seven Waters Trail, Powerline Trail. Most trails have no dog rule in our data yet, so check signs at the trailhead.