E.L. Ehlen Livery and Sale Stable

The Henderson Commercial District, in Henderson, Kentucky, was listed on the National Register of Historic Places in 1989. The listing included 69 contributing buildings.The district is roughly bounded by Main, Third, Elm, and First Streets.

Henderson Station One (HMP&L One) was a coal-fired power station owned and operated by the city of Henderson, Kentucky. Citing rising costs and mounting environmental regulations, Henderson Municipal Power and Light closed its 58-year-old Station One power plant on Water Street by December 31, 2008.It has since been replaced by Henderson Station Two (HMP&L Two) as a part of Sebree Station.

The Barret House, at 204 S. Elm St. in Henderson, Kentucky, was built in c.1868. It was listed on the National Register of Historic Places in 1978.It is an "imposing Italianate villa" built for William T. Barret, a successful tobacconist.It is a contributing building in the South Main and South Elm Streets Historic District, which was listed on the National Register in 1992.

The St. Paul's Episcopal Church in Henderson, Kentucky is a historic church at 5 South Green Street. It was built in 1859-60 and added to the National Register of Historic Places in 1978.It was described in its National Registration as "architecturally significant in being a chaste yet tasteful example of the universal adaption of the Gothic Revival by Anglican churches throughout the latter half of the nineteenth century."It is a contributing property in the National Register-listed South Main and South Elm Streets Historic District.

The Geibel House at 327 N. Main St. in Henderson, Kentucky, was built in 1896. It has also been known as L & N Bed and Breakfast. It was listed on the National Register of Historic Places in 1998.The building is Italianate in style.

The Henderson Bridge is a railroad bridge spanning the Ohio River between Henderson, Kentucky and Vanderburgh County, Indiana. The bridge is owned by the CSX Transportation. The original bridge was constructed in 1884 to 1885 by the Louisville and Nashville Railroad at a cost of $2,000,000. The single-tracked bridge was approximately 3,686 feet (1,123 m) long, and its longest span, at 525 feet (160 m), was reputed to be the longest trestle span in the world at that time. The bridge ran from the northern edge of Main Street in Henderson to the low water mark on the Indiana side, resting on 15 stone piers. It was designed to carry two 118,000-pound (54,000 kg) engines followed by 60,000-pound (27,000 kg) coal tenders, and its maximum uniform load capacity was 2,500 pounds per foot (3,700 kg/m). A crowd of 8,000 watched the first train cross the bridge on July 13, 1885.Prior to the opening of the bridge, railroad passengers and freight had to be transferred to a ferry for the river crossing. The bridge reduced the travel time by several hours.By 1930 the volume and weight of train traffic were taxing the capabilities of the original bridge. Construction of a new bridge just upstream of the old one began in May 1931. The new bridge, costing over $3,000,000, opened on December 31, 1932. Including its approaches, It is 12,123 feet (3,695 m) long, and its span over the main channel is 648 feet (198 m) long. The demolition of the old bridge, using dynamite, was completed on December 11, 1933.

The J. Hawkins Hart House, at 630 Center St. in Henderson, Kentucky, is a Queen Anne-style house which was built in 1892. It was listed on the National Register of Historic Places in 2011.It is believed to have been built to a design by architect George Franklin Barber. It was described in the Kaintuckean asBuilt in 1892 as a domestic single family dwelling in the Queen Anne style for [J. Hawkins] Hart who began his political career in the City as a court clerk. While living in the house, he would become a county judge, a city commissioner, have a private legal practice, and own his own real estate and insurance business. After the house passed out of the Hart family, it belonged to a succession of middle- to upper-class citizens of the town, including prominent doctors and businessmen. It has remained a single family dwelling throughout. There is strong evidence that the house was designed by the popular mail order architect, George F. Barber, whose designs helped disseminate the Queen Anne style throughout the United States in the late-19th century. The house exhibits numerous hallmarks of Barber design and is an excellent example of Queen Anne architecture in the city. Its architectural significance is interpreted within the historic context, “George F. Barber and Queen Anne Style in Henderson, Kentucky.” The house’s scale, ornamentation, and location give important cues to post-Civil War socioeconomic development in Henderson. It is also a contributing building in the Alves Historic District, which was listed on the National Register.

The Alves Historic District, in Henderson, Kentucky, is a 28 acres (11 ha) historic district which was listed on the National Register of Historic Places in 1989.The district is roughly bounded by Green, Center, S. Alvasia, Powell, S. Adams and Washington Streets, and included 94 contributing buildings and two contributing structures.It includes the J. Hawkins Hart House, which is separately listed on the National Register.It includes Bungalow/craftsman and Late Victorian architecture.

Metzger's Tavern is a historic bar, restaurant and package liquor store in the east side of Henderson, Kentucky. It is the oldest continuously operating tavern in the state of Kentucky. In 2010, Metzger's Tavern was named one of Huffington Post's top 25 dive bars in the United States.

Henderson is a home rule-class city along the Ohio River and the county seat of Henderson County, Kentucky, United States. The population was 29,781 at the 2020 U.S. census. It is part of the Evansville Metropolitan Area, locally known as the "Tri-State Area," and is considered the southernmost suburb of Evansville, Indiana.

Henderson City High School existed from 1955 to 1976 in Henderson County, Kentucky. It was the fourth and last building to serve as Henderson High School. The school was called "City High" to distinguish it from Henderson County High School which had opened a year earlier.

Audubon, often called the "South Side", is a neighborhood in Henderson, Kentucky, United States. Its boundaries follow Loeb Street to the west, Meadow Street to the south, Pringle Street to the east, Mill Street to the south, Madison Street to the northwest, S Alvasia Street to the north, Powell Street to the east, S Meadow Street to the south, Clay Street to the east, and Atkinson Street to the south, connecting to the corner of Loeb Street. The site of the Audubon Grade School is a prominent feature of the neighborhood.