P.T. Barnum Bridge

Bridgeport station is a shared Amtrak, Metro-North Railroad, and CTrail train station along the Northeast Corridor serving Bridgeport, Connecticut and nearby towns. On Metro-North, the station is the transfer point between the Waterbury Branch and the main New Haven Line. Amtrak's inter-city Northeast Regional and Vermonter service also stop at the station, as do some CTrail Shore Line East trains. In addition the transfer point for Greater Bridgeport Transit Authority buses, the departure point for the Bridgeport & Port Jefferson Ferry across Long Island Sound to Port Jefferson, New York, and both the Arena at Harbor Yard and the Ballpark at Harbor Yard are located adjacent to the station. Opened in 1975, the current station was designed by the local architectural firm of Antinozzi Associates. Unusually, the station spans the six lanes of Water Street, with the passenger waiting room located over the roadway. The simple concrete facades are scored with vertical lines or channels to create a textured surface. Throughout the day, as the sun rakes across the walls, the channels—of varying depth and width—produce a range of ever-changing shadows. Boxy in appearance and punctuated by rectangular windows, the station's angularity is softened by the rounded edges of the access towers.As of August 2006, average weekday commuter ridership was 3,120 passengers. Bridgeport is the busiest Metro-North station between Stamford and New Haven's Union Station.Shore Line East service west of New Haven was service suspended indefinitely on March 16, 2020, due to the coronavirus pandemic.

Priscilla Dailey, previously known as the Elizabeth E. Newell, is a wooden canal boat constructed in 1929 in Whitehall, New York. The barge was used to transport bulk cargo in New York, New Jersey, and Connecticut harbors. It sank in 1974 along with the Elmer S. Dailey and the Berkshire No. 7 in the harbor of Bridgeport, Connecticut on the west side of the Pequonnock River. The sunken boat has deteriorated to the point that a salvage operation could result in it breaking apart. It was added to the National Register of Historic Places on December 21, 1978.

Elmer S. Dailey, originally known as the Claire B. Follette, is a wooden barge built by William H. Follette in 1915 at Tonawanda, New York, and rebuilt and renamed in 1928 by Brown Drydock on Staten Island, New York. It was used to transport materials from New York, New Jersey and Connecticut. It is the only known surviving Erie Canal boat and is one of a few remaining wooden-hulled canal boats. It sank in 1974 along with the Priscilla Dailey and the Berkshire No. 7 in the harbor of Bridgeport, Connecticut on the west side of the Pequonnock River. It has deteriorated to the point that a salvage operation could result in it breaking apart. It was added to the National Register of Historic Places on December 21, 1978.

Berkshire No. 7 is a wood and steel barge constructed in 1935. It is historically important as a transitional canal barge and as one of the few surviving wooden-hulled canal boats. It was used to transport bulk cargo, including shipping fertilizer, from Connecticut to Long Island Sound. It sank in 1974 along with the Elmer S. Dailey and the Priscilla Dailey in the harbor of Bridgeport, Connecticut on the west side of the Pequonnock River. The sunken vessel has deteriorated to the point that a salvage operation could result in breaking it apart. The Berkshire No. 7 was added to the National Register of Historic Places on December 21, 1978.

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 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.

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 Sterling Block-Bishop Arcade is a historic commercial building at 993-1005 Main Street in downtown Bridgeport, Connecticut. Built in 1841 and expanded several times in the 19th century, it is one of the oldest of the city's commercial buildings. It was also the first indoor shopping mall in the state. It was listed on the National Register of Historic Places in 1978.

The Bridgeport Main Post Office is located at 120 Middle Street in Bridgeport, Connecticut. It is a three-story Moderne/Art Deco, designed by Louis A. Simon, the supervising architect of the United States Treasury Department, and completed in 1934. The building notably includes artwork funded by the department's Section of Painting and Sculpture, with murals in its lobby area drawn by R. L. Lambden depicting mail delivery through the ages.The building was listed on the National Register of Historic Places in 1986.

Park City Plaza (also known as 10 Middle Street) is an office building in Bridgeport, Connecticut. The building serves as the headquarters of the Trefz Corperation and their subsidiary company, Trefz Properties. It was designed by architect Victor Bisharat and finished construction in 1973. This 18-story modernist style building, at 213 feet (65 m) tall, is the 2nd tallest building in Bridgeport. It was the tallest in the city upon completion. The building was renovated through 2016–2019 by Hoffmann Architects.

The Hotel Beach, also known historically as the Hotel Barnum, is a historic hotel building at 140 Fairfield Ave. in Bridgeport, Connecticut. It is a thirteen-story Art Deco tower built in 1927 and designed by Thomas, Martin & Kirkpatrick. It is one of the city's outstanding Art Deco buildings, built when the city was at its peak. It was listed on the National Register of Historic Places in 1978. It is a contributing building in the Bridgeport Downtown North Historic District, NRHP-listed in 1987. It is currently a residential apartment building called Barnum House.

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.