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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.

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 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 Pleasure Beach Bridge is a movable Warren through-truss bridge in Bridgeport, Connecticut. Completed in 1927, it functioned as a toll bridge until the Great Depression, when it was transferred to the city of Bridgeport. Its service life came to an end after it was badly damaged by fire in 1996, cutting off access to Pleasure Beach. In the decade following the fire, several bonds to fund a new bridge were proposed, but ultimately fell through. Pleasure Beach has become the subject of debate, whether it will become an undisturbed protected salt marsh or be revitalized. An alternate method of access via water taxi service, first made possible by a grant in 2009, was not realized until 2013.

Newfield Park is an outdoor park located in Bridgeport, Connecticut. It is located in the east end of the city at 698 Seaview Avenue.

The Pequonnock River is a 16.7-mile-long (26.9 km) waterway in eastern Fairfield County, Connecticut. Its watershed is located in five communities, with the majority of it located within Monroe, Trumbull, and Bridgeport. The river has a penchant for flooding, particularly in spring since the removal of a retention dam in Trumbull in the 1950s. There seems to be a sharp difference of opinion among historians as to just what the Indian word Pequonnock signifies. Some insist it meant cleared field or open ground; others are sure it meant broken ground; while a third group is certain it meant place of slaughter or place of destruction.

Bridgeport Harbor is an inlet on the north side of Long Island Sound in Bridgeport, Connecticut. It was carved by the retreat of the glaciers during the last ice age approximately 13,000 years ago. Bridgeport Harbor is a federal shipping port and a terminus of the Bridgeport & Port Jefferson Steamboat Company, one of the oldest ferry companies in the nation. It is due east of the smaller Black Rock Harbor which is also in the city of Bridgeport.

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 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.

Pleasure Beach is the Bridgeport portion of a Connecticut barrier beach that extends 2.5 miles (4 km) westerly from Point No Point (the portion in the adjoining town of Stratford is known as Long Beach). Prior to June, 2014, when Pleasure Beach re-opened, the area was Connecticut's largest and most recent ghost town after it was abandoned in the late 1990s due to a fire on the bridge connecting it to the mainland. It is surrounded on three sides by water (Lewis Gut to the north, Bridgeport Harbor to the west, and Long Island Sound to the south).

The Ballpark at Harbor Yard was a 5,500-seat minor league baseball park in downtown Bridgeport, Connecticut that opened on May 21, 1998. The stadium was located next to the Webster Bank Arena, now known as the Total Mortgage Arena. It was named "Harbor Yard" as an allusion to Oriole Park at Camden Yards in Baltimore, Maryland. Located on Bridgeport's Long Island Sound waterfront, Harbor Yard was encircled by Interstate 95 and the Northeast Corridor rail line. The site had navigable ingress and egress routes to northern Fairfield County and the Naugatuck River Valley via the 8/25 connector. The city chose not to renew its lease to the Bluefish and closed the stadium after the 2017 baseball season. The venue has been converted to an outdoor concert amphitheater known as Hartford HealthCare Amphitheater.

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.