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Trails near Winona, MN

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

Hiking trails (120) Walking trails (113) Bike trails (59) Mountain bike trails (48) Paved trails (21) Horse trails (8) Dirt bike trails (5) Off-road and 4x4 trails (6) Dog-friendly trails (6) Snowmobile trails (13) Cross-country ski trails (7) Greenways (10)

Quick picks

All nearby trails

River Road Trail

0.9 mi away

0.9 mi long · Easy · Winona

Hiking Paved

Lake Park Path

1.3 mi away

5.1 mi long · Easy · Winona

Hiking Biking Paved

Sugar Loaf Trail

1.6 mi away

0.6 mi long · Winona

Hiking

High Rollers

1.6 mi away

1.2 mi long · Winona

Hiking Biking Mountain biking Cross-country skiing

Low Rollers

1.6 mi away

1.7 mi long · Winona

Hiking Biking Mountain biking Cross-country skiing

Quarry

1.6 mi away

1.2 mi long · Winona

Hiking

Dike

1.6 mi away

0.9 mi long · Easy · Winona

Hiking Paved

Powerline Trail

1.8 mi away

0.6 mi long · Easy · Goodview

Hiking Paved

Wildwood

1.8 mi away

1.6 mi long · Winona

Hiking

Wildwood

1.8 mi away

0.9 mi long · Winona

Hiking

Danger Noodle

1.8 mi away

1.0 mi long · Winona

Biking Mountain biking

Ope!

1.8 mi away

1.5 mi long · Goodview

Hiking

Zinger

1.8 mi away

1.1 mi long · Winona

Biking Mountain biking

Cistern

1.8 mi away

1.0 mi long · Winona

Hiking

Chickadee Circuit

2.0 mi away

1.7 mi long · Goodview

Hiking Biking Mountain biking

Rattlesnake

2.4 mi away

1.1 mi long · Goodview

Hiking Cross-country skiing

River Bottoms Trail

2.4 mi away

0.9 mi long · Winona

Hiking

Oxbow Dike Trail

2.4 mi away

0.7 mi long · Winona

Hiking

Pine Trail

2.6 mi away

0.7 mi long · Goodview

Hiking Cross-country skiing

Herringbone

2.9 mi away

0.4 mi long · Goodview

Hiking Cross-country skiing

Five Kilometer Loop

3.0 mi away

3.0 mi long · Goodview

Hiking Cross-country skiing

Upper Trail

3.1 mi away

0.8 mi long · Goodview

Hiking Cross-country skiing

Delta Point Trail

4.0 mi away

0.6 mi long · Easy · Winona

Paved

Great River State Trail

4.5 mi away

24 mi long · Brice Prairie

Hiking Biking Mountain biking

United States Bicycle Route 30 (Wisconsin)

4.5 mi away

278 mi long · Dogs on leash · Wisconsin Department of Transportation

Hiking Biking Mountain biking Dogs allowed

Flyway Trail

4.5 mi away

5.7 mi long · Easy · Winona

Hiking Biking Paved

Delta Dike Trail

4.7 mi away

0.8 mi long · Winona

Prairie View Trail

5.0 mi away

0.7 mi long · Easy · Winona

Hiking Paved

Pine Creek Pass Trail

5.0 mi away

0.9 mi long · Easy · Winona

Hiking Paved

Pine Creek Dike Trail

5.1 mi away

0.5 mi long · Easy · Winona

Hiking Paved

Kieps Island Dike Trail

5.7 mi away

1.2 mi long · Trempealeau

Hiking Biking Mountain biking

Lower Diversion Dike Trail

5.7 mi away

2.3 mi long · Trempealeau

Bay

7.7 mi away

1.5 mi long · Trempealeau

Hiking Biking Mountain biking

Riverview Trail

7.8 mi away

1.4 mi long · Trempealeau

Hiking

Brady's Bluff Trail

8.4 mi away

1.8 mi long · Trempealeau

Hiking

Reed's Run

8.9 mi away

0.6 mi long · Trempealeau

Hiking

Trout Valley Trail

17 mi away

6.2 mi long · Alma

Hiking Biking Mountain biking Horses ATV / UTV Dirt bikes

Trout Valley Trail

17 mi away

0.9 mi long · Alma

Hiking Biking Mountain biking Horses ATV / UTV Dirt bikes

Holland Bluffs Trail

17 mi away

4.8 mi long · Holmen

Hiking Biking Mountain biking

Nature Trail

18 mi away

0.6 mi long · Galesville

Hiking

Old Horse Trail

18 mi away

0.8 mi long · Galesville

Hiking Horses

South Loop

20 mi away

0.7 mi long · Brice Prairie

Hiking Biking Mountain biking

North Loop

20 mi away

0.6 mi long · Brice Prairie

Hiking

Halfway Creek Trail

20 mi away

1.9 mi long · Holmen

Hiking Biking Mountain biking

ChimneyRock

20 mi away

1.7 mi long · Moderate · Saint Charles

Hiking

Trout Run Creek Self-Guided Trail

20 mi away

0.9 mi long · Easy · Saint Charles

Hiking

Dakota

20 mi away

3.1 mi long · Moderate · Saint Charles

Hiking

Coyote Point

21 mi away

1.1 mi long · Easy · Saint Charles

Hiking Paved

Meadow

21 mi away

0.9 mi long · Saint Charles

Hiking

Snake Creek Trail

21 mi away

3.2 mi long · Alma

Hiking Dirt bikes

Snake Creek Trail

22 mi away

7.1 mi long · Alma

Hiking Dirt bikes

Horsetrack Meadows

22 mi away

1.0 mi long · La Crescent

Hiking Biking Mountain biking Horses

Red apple

22 mi away

0.8 mi long · Moderate · La Crescent

Hiking

Spillway

22 mi away

0.6 mi long · French Island

Hiking

Snake Creek Trail

23 mi away

2.2 mi long · Alma

Hiking Dirt bikes

Wagon Wheel Trail

23 mi away

2.3 mi long · Easy · La Crescent

Hiking Biking Paved

Buena Vista Trail

23 mi away

0.8 mi long · Easy · Alma

Hiking Paved

Calvary

23 mi away

1.2 mi long · Moderate · Onalaska

Hiking Biking Mountain biking

golgotha

24 mi away

1.1 mi long · Hard · Onalaska

Hiking Biking Mountain biking

Houser Trail

24 mi away

0.7 mi long · Moderate · Onalaska

Hiking Biking Mountain biking 4x4 / Jeep

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Nearby cities

All trails in Minnesota

Common questions

How many trails are near Winona?
We list 126 trails within 30 miles of Winona, Minnesota. This page shows the 60 closest.
What is the longest trail near Winona?
United States Bicycle Route 30 (Wisconsin) is the longest on this page at about 278 miles, 4.5 miles from Winona.
Are there dog-friendly trails near Winona?
Yes. Map data lists 1 trail on this page as open to dogs, including United States Bicycle Route 30 (Wisconsin). Most trails have no dog rule in our data yet, so check signs at the trailhead.