The Ballpark at Harbor Yard

Total Mortgage Arena (formerly The Arena at Harbor Yard and Webster Bank Arena) is a 10,000-seat multi-purpose arena in downtown Bridgeport, Connecticut, United States. Managed by the Oak View Group, the arena was built alongside the Hartford HealthCare Amphitheater and opened on October 10, 2001. Webster Bank entered into a 10-year $3.5 million agreement on January 6, 2011 with the City of Bridgeport for the arena naming rights. When this agreement ended, the City entered into a new one that granted the naming rights to Total Mortgage of Milford, Connecticut on March 8, 2022.The arena houses 33 executive suites, 1,300 club seats, 3 hospitality suites and a Sony Jumbotron serving as a scoreboard. The arena offers luxury boxes to corporate sponsors.The arena is home to the Bridgeport Islanders (originally the Sound Tigers) of the American Hockey League. Since 2008, the Fairfield University men's and women's basketball teams play select games at the arena. Starting in 2013, the arena hosted regular season Connecticut Huskies men's and women's basketball games. The UConn men's hockey team, a new member of Hockey East, were also scheduled to play five regular season games in Bridgeport during the 2014–15 season.

The Mary and Eliza Freeman Houses are historic residences in Bridgeport, Connecticut. The simple, clapboard-covered dwellings were built in 1848 in what became known as Little Liberia, a neighborhood settled by free blacks starting in the first quarter of the nineteenth century. As the last surviving houses of this neighborhood on their original foundations, these were added to the National Register of Historic Places on February 22, 1999. The houses are the oldest remaining houses in Connecticut built by free blacks, before the state completed its gradual abolition of slavery in 1848. The homes and nearby Walter's Memorial A.M.E. Zion Church are also listed sites on the Connecticut Freedom Trail.

The David Perry House is a historic house at 531 Lafayette Street in Bridgeport, Connecticut. Built in 1826, it is the only known Federal period dwelling extant within the historic bounds of Bridgeport's original village center. It was listed on the National Register of Historic Places in 1984.

The Barnum Museum is a museum at 820 Main Street in Bridgeport, Connecticut, United States. It has an extensive collection related to P. T. Barnum and the history of Bridgeport, and is housed in a historic building on the National Register of Historic Places.The building and its exhibits are connected to a portion of Bridgeport Center, a complex of buildings completed in 1989 on the same grounds as the Barnum Museum.

The William D. Bishop Cottage Development Historic District, also known as the Cottage Park Historic District, encompasses a historic planned working-class residential community in the South End of Bridgeport, Connecticut. The district most prominently includes 35 1+1⁄2-story wood-frame cottages with Carpenter Gothic styling, developed in 1880 and 1881 by the Bishop Realty Company and probably designed by Palliser, Palliser & Company. It was one of the first such planned developments in the city, and was listed on the National Register of Historic Places in 1982.

The Seaside Institute in Bridgeport, Connecticut is a Richardsonian Romanesque rock-faced granite, brick, brownstone and terracotta building designed by Warren R. Briggs and completed in 1887 at the corner of Lafayette and Atlantic avenues, not far from Seaside Park. Originally built for the use and benefit of the female employees of the Warner Brothers Corset Company, it was listed on the National Register of Historic Places in 1982. The buildings is currently used by the Bridgeport International Academy.

Bridgeport Center (also known as the People's Bank Building) is a continuous complex of low to mid-rise office buildings in Bridgeport, Connecticut. The complex serves as the headquarters of People's United Financial. It was designed by Richard Meier & Partners Architects LLP and finished construction in 1989. The complex was built in part of efforts to revitalize the city's Downtown. Perhaps best known for its central tower, this 18-story postmodern style building, at 248 feet (76 m) tall, is the tallest building in Bridgeport. It is adjacent to the Barnum Museum. The building is located at 850 Main Street on the site of the First National Bank Building, which shared the same address. Law firm Pullman & Comley LLC also has space in the complex.

The Housatonic Museum of Art is a museum at Housatonic Community College in Bridgeport, Connecticut. The museum's collection is displayed throughout the college campus and in the Burt Chernow Galleries, which also hosts visiting exhibitions.

Bridgeport International Academy (BIA) is a private college preparatory school in Bridgeport, Connecticut. The school is located adjacent to the seaside campus of the University of Bridgeport. Students have the opportunity to take college courses and use university facilities.

The Barnum–Palliser Historic District is a 5.9-acre (2.4 ha) residential historic district in Bridgeport, Connecticut. The area, bounded roughly by Austin Street, Myrtle Avenue, Atlantic Street, and Park Avenue, was developed by P.T. Barnum to provide worker housing in the 1880s. Many of the houses were designed by Palliser, Palliser & Co., and are interesting examples of Italianate, Queen Anne, and Stick/Eastlake architecture. The district was listed on the National Register of Historic Places in 1982.

Housatonic Community College (HCC) is a public community college in Bridgeport, Connecticut. It part of the Connecticut State Colleges & Universities system. HCC grants associate degrees and also has certificate programs.

McLevy Hall is a historic municipal building at 202 State Street in downtown Bridgeport, Connecticut. The building was built in 1854 to house both the City Hall and the Fairfield County Courthouse, and served as Bridgeport City Hall into the 1930s. It was renamed McLevy Hall after Bridgeport mayor Jasper McLevy in 1966. The current city hall on Lyon Terrace was built in 1916, however municipal offices continued to occupy McLevy Hall through the 1970s. It was added to the National Register of Historic Places on September 19, 1977.