Trails Near Winona, MN

Cannon Valley Cruise Ride

Cannon Valley Cruise Ride is a 19.7 mile out and back trail located near Red Wing, Minnesota that features a river and is good for all skill levels. The trail is primarily used for road biking, trail running & walking and is accessible from April until November.


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  • 19.7 miles
  • Red Wing, MN

Duck Egg Park Trail

Duck Egg Park Trail is a 1 mile out and back trail located near Viroqua, Wisconsin that features a lake. The trail is primarily used for birding, hiking & trail running and is accessible year-round.


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  • 1 miles
  • Viroqua, WI

Great River Ridge Trail

Great River Ridge Trail is a 13 mile point-to-point trail located near Eyota, Minnesota that offers the chance to see wildlife and is rated as moderate. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.


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  • 13 miles
  • Eyota, MN

Hay Creek (West Trail)

Hay Creek (West Trail) is a 1.6 mile out and back trail located near Red Wing, Minnesota that features a river and is good for all skill levels. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.


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  • 1.6 miles
  • Red Wing, MN

Hay Creek Unit, R.J. Dorer Memorial Hardwood State Forest

Hay Creek Unit, R.J. Dorer Memorial Hardwood State Forest is a 14 mile out and back trail located near Red Wing, Minnesota and is good for all skill levels. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.


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  • 14 miles
  • Red Wing, MN

Root River Challenge Ride

This 60-mile paved trail network meanders along the Root River amid 300-foot bluffs, attracting thousands of outdoor enthusiasts each season.


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  • 60 miles
  • Preston, MN

Whitewater State Park

The blufflands of southeastern Minnesota are are well represented by Whitewater State Park with its dolomite cliffs, trout streams, and hardwood forests.


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  • 17 miles
  • Altura, MN


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