Comanche Lookout Park is a 96-acre public park owned by the City of San Antonio. The site includes the fourth highest point in Bexar County with an elevation of 1,340 feet. The Cibolo floodplain lies at the base of this escarpment between the Gulf Coastal Plain and the Edwards Plateau. Vegetation on the hill includes native ash juniper, Texas and Mexican buckeye, chinaberry, graneno, Lindheimer hackberry, honey mesquite and huisache.

Native Americans used this hill as a vantage point for warfare and hunting. The Apache, and later, the Comanche Indians dominated the area as they hunted along waterways including nearby Cibolo Creek. The hill was also a prominent landmark for travelers in the 18th and 19th centuries. The old Spanish road (one of several routes of the Camino Real or Royal Road) from San Antonio to Bastrop and Nacogdoches in East Texas extended past the base of the hill. The road followed earlier American Indian travel routes, and today its remnants are known as Nacogdoches Road.

The land surrounding and including Comanche Lookout was part of Land Grant Survey #196 comprised of 1,476 acres that was surveyed for James Conn in April 1847. The property subsequently had a number of owners including Peter W. Gray, Alexander Patrick, and Ludovic Colquhoun. Frequent sale of land grants was not uncommon during the Republic and early Statehood periods in mid-19th century Texas.

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