Smiley Creek begins north of Tipton and borders Round Hill on the south and east. It derived its name from the many Smileys who lived along the creek. It winds around and dumps into the Moniteau.

It doesn't take much rain to turn the Smiley into raging muddy water which floods over the banks.

There was a sawmill and cane mill run by John Sims at a sand rock just north of the crossing at the Hood Bridge. They were situated on the east side of the creek in a flat place beside the bluff.

It was not until 1911 or 1912 before a bridge was built across Smiley at the Luke Hood crossing. It joined the road to the Tipton and Boonville road at Taylor's corner.  Hopewell Church baptized their converts south of the Hood Bridge.

The Smiley Creek at one time was 10 times larger than it is now. It gradually grows smaller and smaller.