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Best trails in Winona

125 Reviews
Looking for a great trail near Winona, Missouri? AllTrails has 5 great walking trails, dogs leash trails, views trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Echo Bluff State Park or Current River State Park, we've got you covered. You'll also find some great local park options, like Ozark National Scenic Riverway or Prairie Hollow Gorge Natural Area. Ready for some activity? There are 5 moderate trails in Winona ranging from 4.7 to 14.4 miles and from 570 to 1,341 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Winona
Top trails (5)
#1 - Rocky Falls via Klepzig Mill Trail
Ozark National Scenic Riverway
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(56)
Length: 6 mi • Est. 2 h 43 m
Klepzig Mill Trail is an out & back trail beginning at Rocky Falls and travels north on a portion of the Ozark trail passing through Buzzard Mountain ending at Klepzig Mill and Rocky Creek. The trailShow more
#2 - Rocky Falls Shut-in Trail
Ozark National Scenic Riverway
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(49)
Length: 0.1 mi • Est. 3 m
Rocky Falls Shut-in Trail folllows the west bank of Rocky Creek to base of a 40 ft. tall cascade of brown, pink, and purple igneous rock. From there one can carefully climb the rock face to the top ofShow more
#3 - Powder Mills to Rocky Falls
Ozark National Scenic Riverway
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(16)
Length: 10.4 mi • Est. 4 h 50 m
Powder Mills to Rocky Falls trail follows the banks of the Current river before turning into an upland forest leading to a historic mill along the banks of a shut-in along Rocky Creek, then continues Show more
#4 - Rocky Falls and Kelley Hollow Loop Trail
Ozark National Scenic Riverway
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray Star(4)
Length: 4.7 mi • Est. 1 h 53 m
Rocky Falls and Kelley Hollow Loop Trail is a 4.7 mile moderately trafficked loop trail located near Winona, Missouri that features a waterfall and is rated as moderate. The trail is primarily used foShow more
#5 - Blue Ridge Trail to The Ozark Trail
Irish Wilderness
moderateGray StarGray StarGray StarGray StarGray StarGray StarGray StarGray StarGray StarGray Star
Length: 14.4 mi • Est. 6 h 35 m
The Blue Ridge Trail in the heart of the Missouri Ozarks weaves through the hills and hollows of the Eleven Point Ranger District. Climbing from low hollow bottoms to rocky ridge tops, the trail meandShow more