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Bunker Hill is a neighborhood of the city of Waterbury, Connecticut. Though part of the city of Waterbury, it has its own identity with its own commercial center, schools, parks and gatherings. It can be self-sustaining, containing many attributes of municipalities throughout the state. Like the other sections/neighborhoods of Waterbury, its distinctive character, shaped by the history and geography of the city, has led residents to form an unusual loyalty to their neighborhood.

The Overlook Historic District encompasses a historic residential area north of downtown Waterbury, Connecticut. Roughly bounded by Calumet Street to the north, Columbia Avenue to the east, Cables Avenue and Tower Road to the south, and Willow an Fisk Streets to the west, it includes the city's finest concentration of turn-of-the century residential architecture, which was developed as its first major planned residential subdivision. The district was listed on the National Register of Historic Places in 1988.

W. F. Kaynor Technical High School, or Kaynor Tech, is a technical high school located in Waterbury, Connecticut. Students from Waterbury and the surrounding towns can attend Kaynor. Kaynor Tech is part of the Connecticut Technical Education and Career System.

The Wilby High School is a historic school building at 260 Grove Street in Waterbury, Connecticut. Built in 1917-20, it is one of the oldest surviving secondary school buildings in the city, and a distinctive example of Tudor Gothic architecture. The building served as a school until 1978; the current Wilby High School is located on Bucks Hill Road. This building was listed on the National Register of Historic Places in 1982.

The Waterbury Union Station building is located on Meadow Street in the city of Waterbury, Connecticut, United States. It is a brick building dating to the first decade of the 20th century. Its tall clock tower, built by the Seth Thomas Company, is the city's most prominent landmark. Designed by the New York City architectural firm of McKim, Mead and White for the New York, New Haven and Hartford Railroad, it handled 66 passenger trains a day at its peak. Later in the 20th century, when the city's rail service had declined to its current level of one commuter route, the building's interior was closed. Today it is in use again as the offices of the Republican-American, Waterbury's daily newspaper.

A statue of Christopher Columbus was installed in Waterbury, Connecticut in 1984. It was decapitated in July 2020 amid protests.

Waterbury station is a commuter rail stop on the Waterbury Branch of the Metro-North Railroad's New Haven Line, located on Meadow Street in Waterbury, Connecticut. It is the northern terminus of the Waterbury Branch. Following its completion on March 28, 2015, improved express bus service began between Waterbury station to Hartford via the CTfastrak busway, servicing the communities of Southington and Cheshire using this partially grade-separated route.

The Benedict-Miller House is a historic house at 32 Hillside Avenue in Waterbury, Connecticut. Built in 1879, it is one of the city's finest surviving examples of Queen Anne architecture, designed by Palliser, Palliser & Co. for one of the city's leading industrialists. It was listed on the National Register of Historic Places in 1981. The house is now part of the campus of the Yeshiva K'tana.

Beth El Synagogue is a historic synagogue at 359–375 Cooke Street in Waterbury, Connecticut. Built in 1929, it is the first synagogue in the state to be built in the Byzantine Revival style, and was listed on the National Register of Historic Places in 1995 for its architecture. Originally built for a Conservative congregation, it is now home to Yeshiva Ateres Shmuel.

The Mattatuck Museum is a cultural institution based in Waterbury, Connecticut, USA. The museum's displays include the history, industries and culture of Waterbury and the Central Naugatuck Valley area, and art, including works about the state's history, people and scenery, and works of artists from Connecticut. The museum also features a collection of 15,000 buttons from around the world.

The Hillside Historic District in Waterbury, Connecticut is a 106-acre (43 ha) historic district that was listed on the National Register of Historic Places (NRHP) in 1987. It encompasses a residential area north of the city's central business district, and is bounded on the south by West Main Street, the west by Willow Avenue and Cliff and Frederick Streets, on the north by Buckingham Street and Woodland Terrace, and on the east by Cooke Street. Developed principally over an 80-year period between 1840 and 1920, it includes a cross-section of architectural styles of the 19th and early 20th centuries. The area was a desirable neighborhood of the city for much of this time, and was home to a number of the city's elite. In 1987, it included 395 buildings deemed to contribute to the historic character of the area, and one other contributing structure. It includes the Wilby High School and the Benedict-Miller House, which are both separately listed. 32 Hillside Road, a several acre property that includes the Benedict Miller House, was the original site of The University of Connecticut's Waterbury Branch until 2003. The oldest houses in the district are Greek Revival in style, and are located along its major roads, West Main and Cook Streets. The largest number of houses in the district are Queen Anne in style, reflective of the city's growth in the late 19th century. Early Victorian styles are present in smaller numbers, with a particularly fine examples of the Gothic Revival at 63 Prospect Street and the Italianate at 36 Buckingham Street. There are also a significant number of Colonial Revival and Tudor Revival houses, particularly along Prospect Street and Woodlawn Terrace. Non-residential properties include the 1889 Driggs School building on Woodlawn Terrace, and the Baptist and Christian Science churches, both built c. 1917.

The Enoch Hibbard House and George Granniss House are a pair of historic houses at 33 and 41 Church Street in downtown Waterbury, Connecticut. Built between 1864 and 1868, they are well-preserved examples of period Italianate architecture, with some high-quality later Victorian stylistic additions. They were listed as a pair on the National Register of Historic Places in 1979.