Mansfield Club Grounds

The Middletown, Connecticut Christopher Columbus statue was a memorial to Columbus that was installed in the city's Harbor Park. The sculpture was donated to the city in 1996 by the Italian American Civic Order, the Italian Society of Middletown and local Italian-American families.The statue has been repeatedly vandalized. In 2016 the test on its plinth, reading "discoverer of America" was changed to "looter of America". It was damaged in 2017 when vandals chipped away the sculpture's nose. Also in 2017, vandals painted the statue's hands in red, and left the spray-painted text "kill the colonizer" on the statue's base. In 2019 it was vandalized again with red spray-paint.The statue was removed in June 2020.

The Sanseer Mill is a historic 19th-century mill at 282 Main Street Extension in Middletown, Connecticut. It was added to the United States National Register of Historic Places in 1986.

Connecticut Valley Hospital in Middletown, Connecticut, is a public hospital operated by the state of Connecticut to treat people with mental illness. It was historically known as Connecticut General Hospital for the Insane. It is a 100-acre (40 ha) historic district that was listed on the National Register of Historic Places in 1985.The historic district includes late 19th and 20th century revival and late Victorian architecture. When listed on the National Register, the district included 27 contributing buildings. Also included were 25 non-contributing buildings.

The Metro South Historic District encompasses a portion of the downtown area of Middletown, Connecticut. Extending south from Main and College Streets for two blocks, this area was developed in the 19th century, and contains a diversity of well-preserved architecture from that period, some with association to locally important individuals. It was listed on the National Register of Historic Places in 1980.

Middlesex Hospital is a non-profit, acute care community hospital in Middletown, Connecticut. Its service area includes Middlesex County, Connecticut, and the lower Connecticut River Valley region. In 2015 Middlesex became the first hospital in Connecticut to join the Mayo Clinic Care Network.

Located in Middletown, Connecticut, the Middletown South Green Historic District was created to preserved the historic character of the city's South Green and the historic buildings that surround it. It is a 90-acre (36 ha) historic district that includes a concentration of predominantly residential high-quality architecture from the late 19th century. It was listed on the National Register of Historic Places in 1975.

St. Mary of Czestochowa Parish (Polish: Parafia św. Marii Częstochowskiej w Middletown) is a Catholic church parish in Middletown, Connecticut that was founded for Polish immigrants. The St. Mary of Czestochowa Church is a church building at 79 South Main Street in Middletown. The parish was founded in 1903. It is one of the Polish-American Roman Catholic parishes in New England in the Roman Catholic Diocese of Norwich.

The Russell Company Upper Mill is an historic structure in Middletown, Connecticut, at the junction of Russell Street and East Main Street in South Farms, at the end of East Main Street's commercial and industrial development areas. Built in 1836, it is listed on the National Register of Historic Places. There is a small pond to the south. Small businesses border the street to the north, followed by the buildings of Russell Manufacturing Company, the area's most dominant feature. Russell Street crosses Sumner Brook nearby and ascends to a large residential district to the west. The mill is currently a condo-apartment complex.

The Main Street Historic District encompasses the historic commercial center of Middletown, Connecticut, United States. Middletown was one of the most important ports on the Connecticut River during the colonial period, and Main Street "has been the center of community life since the earliest period of settlement". Today Main Street is home to a number of 19th century buildings, maintaining the bulk of its historic character. It was listed on the National Register of Historic Places in 1983.

The Captain Benjamin Williams House, also known as deKoven House or DeKoven Community Center, is a historic house at 27 Washington Street in Middletown, Connecticut. Built in the late 18th century, it is a particularly fine example of late Georgian architecture, and was listed on the National Register of Historic Places in 1978. It is now owned and operated by the Rockfall Foundation and operated as a community center.

Pameacha Creek is a stream in Middletown, Connecticut.

The Old Middletown Post Office, in Middletown, Connecticut, also known as the U.S. Post Office, was built in 1916. It was listed on the National Register of Historic Places (NRHP) in 1982. The building is also on the NRHP as a contributing property of the Main Street Historic District.