I would recommend you consider the Taum Sauk section of the Ozark trail. It's one of the best sections of trail in all of Missouri. It's 35 miles so maybe a bit long for your schedule but it's one of the best Missouri has to offer. You can hike through Johnson Shut-Ins state park and buy ice cream and see the shut-ins. Check out the hike on YouTube.
Gideon
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