At the south edge of the park is what appears to be a medieval ruin, the Clark Tower (1926 and later). An external staircase leads up to the observation porch of this crenellated stone tower. This monument was built as a memorial to Ruth and Caleb Clark by their descendants. In another section of the park is the single-floor split-log Bennett cabin, built in 1852 and restored in 1917. In August 1970 the Cutler-Donahue covered bridge was moved and installed within City Park. The bridge had been built in 1870 by Eli Cox at a site on the North River, some 18 miles from Winterset. The roadway is covered by a shingled gable roof; presently the side walls are painted barn red, and the two gabled roadway entrances are in white.
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