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Winona, Missouri

Looking for the best hiking in Winona? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Winona. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Winona

  • Winona, Missouri

    Explore Rocky Falls

    4.3
    0.4 mi / 60 ft gain
    Rocky Falls are located only a short hike away from the parking lot. The swimming hole is also popular, and the adventurous can climb up to the rock face to reach the top of the falls.
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  • Eminence, Missouri

    Explore Alley Spring and Mill within the Ozark National Scenic Riverways

    1.4 mi / 200 ft gain
    Alley Spring is the seventh largest spring in Missouri. It is known to extend at least 3000 feet into the hillside and has a known depth of 155 feet. Water surfacing here is known to begin its journey 15 miles away near the town of Summersville as rain enters sinkholes and then travels through ma...
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  • Ellington, Missouri

    Hike to Blue Spring

    1 mi / 29 ft gain
    If you were to place the Statue of Liberty in Blue Spring, the torch of the monument would still be 5 feet below the surface. As part of the Ozark National Scenic Riverways, Blue Spring is a must see and pinnacle of the nature preserve. The 6th largest spring in Missouri with water discharge at a...
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  • Van Buren, Missouri

    Big Spring

    5.0
    1.8 mi / 413 ft gain
    With an average daily water discharge rate of 276 Million gallons of water and the largest spring in Missouri it is easy to see how Big Spring got its name. Located in the Ozark National Scenic Riverways, this spring and over 20 other springs nearby feed the Current River in Southeast Missouri. T...
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  • Lesterville, Missouri

    Explore the Johnson Shut-Ins

    4.5
    0.6 mi / 25 ft gain
    The Shut-Ins Trailhead is located located next to the River Store in the Johnson Shut-Ins State Park day use area.   Simply follow the paved trail for 0.3 miles to the boardwalk and viewing deck.  Here you’ll find stairs accessing the Shut-Ins.   Take your time exploring the unique rock formation...
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  • Belleview, Missouri

    Backpack the Bell Mountain Loop

    4.0
    12.1 mi
    An offshoot from the Ozark Trail, the Bell Mountain Loop trail offers a 12 mile loop (when starting from the HWY A trail head) that works perfectly as a beginner backpacking trip. The Ozark Trail website offers excellent maps for all sections of the trail (for free!), click here.Day 1: Hike 7.5 m...
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