Captain Enoch Lord House

The Daniel and Mary Lee House is a historic house on Pepperidge Road in Portland, Connecticut. Built about 1774, it is a well-preserved example of rural vernacular colonial-era residential architecture, with later Federal period alterations. It was listed on the National Register of Historic Places in 1991.

Dart Island State Park is a public recreation area comprising an undeveloped 19-acre (7.7 ha) sandbar island in the Connecticut River that is only accessible by boat. The island is within the corporate boundaries of the city of Middletown, Connecticut, its nearest neighbors being the Middletown Generating Station and Pratt and Whitney plant on the river's west bank. The island is wooded with "typical river trees like willow, poplar and red maple." It is managed by Connecticut Department of Energy and Environmental Protection, which lists boating, fishing, and bird watching as activities for visitors.

The 2010 Connecticut power plant explosion occurred at the Kleen Energy Systems power station in Middletown, Connecticut, United States at 11:17 am EST on February 7, 2010. The plant had been under construction from September 2007, and was scheduled to start supplying energy in June 2010. The initial blast killed five and injured at least fifty; one of the injured later died in hospital, bringing the total death toll to six.

The Middle Haddam Historic District is a historic district in the town of East Hampton, Connecticut. It encompasses the village center of Middle Haddam, a riverfront community founded in the 17th century on the east bank of the Connecticut River. It was an important port on the river between about 1730 and 1880. Its layout and architecture are reflective of this history, and by the geographic constraints of the local terrain. The district was listed on the National Register of Historic Places in 1984.

Middle Haddam School is a historic school building at 12 Schoolhouse Lane in East Hampton, Connecticut. Built in 1930 in the Colonial Revival architectural style, the building was listed on the National Register of Historic Places in 2019.

WMRD (1150 AM) is a radio station licensed to serve Middletown, Connecticut, United States, broadcasting to the Hartford area. The station is owned by Crossroads Communications of Old Saybrook, LLC. It airs a talk and adult standards format.

The Connecticut Valley Hospital Cemetery is a historic cemetery on Silvermine Road in Middletown, Connecticut. Founded in 1878, it served as the burying ground for patients of the Connecticut General Hospital for the Insane until 1957. Its design and layout are reflective of institutional cemetery practices of the period, with uniform numbered grave markers in a modestly landscaped setting. The cemetery was listed on the National Register of Historic Places in 1982.

Middlesex Community College (Middlesex and MxCC) is a public community college in Middletown, Connecticut, United States. It is part of the Connecticut State Colleges & Universities system (CSCU). The college has an open admissions policy. MxCC has about 4,400 full- and part-time students enrolled. It is a commuter school with no dormitories. MxCC offers associate degrees, certificates, and specialist programs.

The Town Farms Inn is a historic poor farm on Silver Street at River Road in Middletown, Connecticut. It was listed on the National Register of Historic Places in 1979. The poor farm provided employment and food for indigent people. (A similar town farm was operated in Hartford, on land now part of the Sigourney Square District.)There are two principal buildings. The older structure dates back to the late 1830s and is a 2+1⁄2-story, Federal style house built of brick. It measures 36 feet (11 m) by 34 feet (10 m). The exact date of construction is not known, but the date 1839 is carved into a flagstone in the front walk, and the style of construction is consistent with architecture in the late 1830s. The second building was built in 1891. It is also built of brick on brownstone foundations and measures 52 feet (16 m) by 34 feet (10 m). Between the two buildings, there were 14 rooms on the first floor, 29 rooms on the second, and three on the third floor. The back yard contains a long brick outbuilding, which is one story high and has a pitched roof. The total area of the nominated property is 4.3 acres (1.7 ha).The inn was originally built as a farmhouse by Thomas Griswold Mather, who married his first cousin Jane Ann Mather in 1834. His wife died in 1853, at which point he sold the farm and the buildings to the town of Middletown. At that time, there were 35 acres (14 ha) in the farm, with an additional 16 acres (6.5 ha) in a wood lot. The town operated it as a poor farm until 1946. By that time, town farms had been superseded by other social agencies. The town sold the property, and the new owners established a restaurant.

The Connecticut Juvenile Training School (CJTS) was a juvenile prison in Middletown, Connecticut, that operated under the Connecticut Department of Children and Families from 2001 to 2018. Established in proximity to the Connecticut Valley Hospital (CVH), CJTS held male inmates age 12–17 with capacity for 240 inmates. In 2021, Connecticut governor Ned Lamont announced that he was considering reopening the prison to hold immigrant children.

The Indian Hill Avenue Historic District encompasses an 18th-century colonial shipbuilding village, overlaid on a historic and prehistoric Native American settlement, in Portland, Connecticut. Extending along Indian Hill Avenue north of Portland, the district includes a collection of 18th and early 19th-century buildings, and extensive archaeological evidence of Native American occupation (some supported by colonial-era and later documentation). The district was listed on the National Register of Historic Places in 1983.

Xavier High School is an all-boys college preparatory Catholic high school in Middletown, Connecticut, United States. It is run by the Xaverian Brothers. Teenage boys from over 65 towns surrounding and including Middletown attend Xavier; despite the fact that students commute from a very broad area all students, their parents, faculty, and staff, regardless of how far away they live from the school, are referred to by Xavier officials as "The Xavier Community".Mercy High School, Xavier's all-girls sister school, is located down the street 3 miles (4.8 km) away from Xavier. Xavier is sponsored jointly by the Roman Catholic Diocese of Norwich and the Congregation of the Brothers of Saint Francis Xavier. The school was incorporated under the laws of the State of Connecticut on February 18, 1963.