Saint Luke's Home for Destitute and Aged Women

Saint Sebastian is a Roman Catholic church in Middletown, Connecticut, part of the Diocese of Norwich.

The Samuel Russell House is a neoclassical house at 350 High Street in Middletown, Connecticut, built in 1828 to a design by architect Ithiel Town. Many architectural historians consider it to be one of the finest Greek Revival mansions in the northeastern United States. Town's client was Samuel Russell (1789-1862), the founder of Russell & Company, the largest and most important American firm to do business in the China trade in the 19th century, and whose fortunes were primarily based on smuggling illegal and addictive opium into China. The house was listed on the National Register of Historic Places in 1970, and designated as a National Historic Landmark in 2001. It has been owned by Wesleyan University since 1937 and now houses the Department of Philosophy.

The Edward Augustus Russell House is a Greek Revival house on the Wesleyan University campus in Middletown, Connecticut, USA. The house, at 318 High Street, faces west from the east side of High Street north of the corner at High and Court Streets. A large wooded lawn extends to the Honors College (Russell House 1828) property to the north. High Street between Church and Washington Streets was the most prestigious residential area in Middletown during the 19th century. It was later home to the KNK Fraternity of Wesleyan University. The structural system consists of load-bearing masonry with a flat roof, and materials include brick and flushboarding walls and a brownstone foundation.

Russell Library is an 1876 library located at 123 Broad Street in Middletown, Connecticut.

The Old Middletown High School building in Middletown, Connecticut, in the United States, occupies the southwest corner of Court and Pearl streets. It is situated in a modestly scaled 19th century urban residential neighborhood. Although integrated into its surroundings, the old high school stands out because of its size and Romanesque Revival style.

The Richard Alsop IV House is a historic house at 301 High Street in Middletown, Connecticut. Completed in 1839, the house is a distinctive example of transitional Greek Revival and Italianate architecture, and is nationally significant for the extremely well-preserved drawings on its interior walls. The site was designated a U.S. National Historic Landmark on January 16, 2009. The house serves as the Davison Arts Center of Wesleyan University.

The Washington Street Historic District encompasses a residential area of Middletown, Connecticut that has a long history as a fashionable and desirable neighborhood. Extending along Washington Street and Washington Terrace between Main and Jackson Streets, the area has a broad diversity of residential architecture dating from 1752 to 1931, reflecting the city's patterns of growth. The district was listed on the National Register of Historic Places in 1985.

The Church of the Holy Trinity is an historic Episcopal church at 381 Main Street in Middletown, Connecticut. Completed in 1874, it is one of the city's finest examples of Gothic Revival architecture. Its nearby former rectory, also known as the Bishop Acheson House, is one of its finest Colonial Revival houses. The two buildings were listed on the National Register of Historic Places in 1979.

Middletown is a city in Middlesex County, Connecticut, United States. Located along the Connecticut River, in the central part of the state, it is 16 miles (26 kilometers) south of Hartford. Middletown is the largest city in the Lower Connecticut River Valley Planning Region. In 1650, it was incorporated by English settlers as a town under its original Native American name, Mattabeseck, after the local Wangunk village of the same name. They were among many tribes along the Atlantic coast who spoke Algonquian languages. The colonists renamed the settlement in 1653. When Hartford County was organized on May 10, 1666, Middletown was included within its boundaries. In 1784, the central settlement was incorporated as a city distinct from the town. Both were included within newly formed Middlesex County in May 1785. In 1923, the City of Middletown was consolidated with the Town, making the city limits extensive. Originally developed as a sailing port and then an industrial center on the Connecticut River, it is now largely residential. Its downtown, based on Main Street, serves as a popular retail, dining, and bar district near Wesleyan University. Middletown was the county seat of Middlesex County from its creation in 1785 until the elimination of county government in 1960. As of the 2020 census, the city had a total population of 47,717. Middletown, Connecticut is considered the southernmost city in the Hartford-Springfield Knowledge Corridor Metropolitan Region, which features a combined metro population of 1.9 million. Middletown is largely a politically progressive city, and is home to one of the largest pride events in all of Connecticut.

O'Rourke's Diner is a diner located in the Main Street Historic District in Middletown, Connecticut.

The Coite–Hubbard House is a historic house at 269 High Street in Middletown, Connecticut, United States. Built in 1856, it is a prominent local example of high-style Italianate architecture. Since 1904, it has served as the official residence of the president of Wesleyan University. It was listed on the National Register of Historic Places in 1978.

The Broad Street Historic District encompasses a well-preserved 19th-century residential area in Middletown, Connecticut, USA. Centered on Broad and Pearl Streets west of Main Street, the area was developed residential in response to local economic development intended to revitalize the city, whose port was in decline. The district includes the city's largest concentration of Greek Revival houses, and was listed on the National Register of Historic Places in 1988.