Jacob Pledger House

Middletown High School (MHS) is a public high school located in Middletown, Connecticut, United States. It is a part of Middletown Public Schools.

The Coginchaug River in Connecticut, with a watershed including 39 sq mi of forests, pastures, farmland, industrial, and commercial areas, is the main tributary of the Mattabesset River. It is 16.1 mi long, and the river flows northwards from a point approximately 1.8 mi south of the Durham line in Guilford, Connecticut, into Durham and then Middlefield, meeting the Mattabesset in Middletown, about 0.8 miles (1.3 km) upstream of the Connecticut River. The name "Coginchaug" comes from a local Native American name for the Durham area and it was the original name for the town. It has been said to mean "The Great Swamp", and is a reference to the meadows found in the central part of town. In 2006, the Coginchaug was among Connecticut's 85 waterways cited to be of "lower quality", in view of the elevated levels of bacteria, including E. coli. Currently, efforts are being made by the Natural Resources Conservation Service of the United States Department of Agriculture to reduce the number of bacteria introduced into the river from untreated sewage, sanitary sewer overflow, agricultural runoff, leaking septic tanks, etc.

The Arrawanna Bridge is a historic bridge, spanning the Coginchaug River near Berlin Street in Middletown, Connecticut, USA. Built in 1918, it is an early example in the state of an open-spandrel concrete arch bridge, and is one of the state's oldest bridges. It was listed on the National Register of Historic Places in 2004. The bridge is now closed to all traffic.

The Mattabesset River as delineated on present-day maps flows out of Harts Ponds in the town of Berlin and travels 16.1 miles (25.9 km) east to the Connecticut River, passing Kensington and later forming the boundary between Middletown and Cromwell.Further south, the Coginchaug River (or "winding meadow") flows from an upland meadow in Durham, northwards to the Mattabesset just upstream of that river's junction with the Connecticut. This river was the route to the portage place, located near Palmer Field, just below Sowheag's main stronghold at Indian Hill. Since it was the old western boundary of the incorporated City of Middletown, it was also called the West River, and also, for no known reasons, it was given other names, including the Sebethe River and the Arrawanna River. Presumably the word Mattabeseck was never considered properly euphonious, and various local individuals tried to improve on the name poetically.

Palmer Field is a multi-use baseball, soccer, and football stadium located in Middletown, Connecticut. In 1993 and 1994, the first two editions of the Ivy League Baseball Championship Series were held at the field, with Yale claiming both titles.

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.

St. Luke's Home for Destitute and Aged Women was incorporated by an act of the Connecticut State Assembly on June 22, 1865. For twenty-seven years the home was conducted in an old house on the southwest corner of Court and Pearl Street. in 1892 a large legacy enabled a new home to be erected at the present site at Pearl and Lincoln Streets. Comfortable quarters are provided for fourteen women. Members of the Church of the Holy Trinity played a large part in establishing the endowment; frequently the current rector of that church serves as president of the Board of Trustees. The substantial brick building looks like a carefully designed apartment house, rather than an institution. At three-and-a-half stories tall, the first floor is partly below ground level. A long run of brownstone steps leads to a center entrance door on the second floor level. Two bay window piers flank the front entrance, capped off above the roof line by gable-roofed dormers. Decorative elements such as the wrought iron fence, ivy on the facade, and quoin-like brick projections on all corners add a picturesque quality to the building.The large brick institutional building dominates the area by its mass and corner siting at Pearl and Lincoln Streets in Middletown's residential North End. It forms a dividing line between large structures to the south towards Washington Street and more modest late Victorian era worker homes to the north.

Indian Hill Cemetery is a historic rural cemetery located at 383 Washington Street in Middletown, Connecticut on a hill adjacent to Wesleyan University.

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

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.

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

The Arrigoni Bridge, also known locally as the Portland Bridge is a steel through arch bridge carrying Route 66 and Route 17 across the Connecticut River, connecting Middletown, Connecticut, to Portland, Connecticut. When it opened in 1938, the 1,200 feet (370 m) bridge was the most expensive bridge ever built in Connecticut, at a cost of $3.5 million. Its two distinctive 600 feet (180 m) steel arches have the longest span length of any bridge in the state. The bridge has an average daily traffic of 33,600.It was named after state legislator Charles J. Arrigoni, who promoted the project. Arrigoni served in the Connecticut House of Representatives from 1933 to 1936 and in the Connecticut State Senate from 1937 to 1940.