Southport station (Metro-North)

The Pequot Library is an association and special collections library in Southport, Connecticut. It was founded in 1887, and opened in 1894. The library is known for its robust special collections, including William Shakespeare's First Folio, John James Audubon's Birds of America, and William Morris' work with the Kelmscott Press, as well as the first cookbook ever printed, De honesta voluptae et valetudine. The Library also has a vast circulating collection of over 116,000 books, archives, and other texts.The building, constructed in 1894 by Robert Henderson Roberston in the Romanesque Revival style, is a Contributing Property to the Southport Historic District, and is listed on the National Register of Historic Places. It contains numerous architectural marvels, including a glass floored stacks wing, Tiffany glass windows, among other features.The library takes its name from a vanquished Pequot group of 80 to 100 who had earlier fled their home territory in the Mystic area and taken refuge with approximately 200 Sasqua people who inhabited the area that is now Fairfield.

The Fairfield Swamp Fight (also known as the Great Swamp Fight) was the last engagement of the Pequot War and marked defeat of the Pequot tribe in the war and the loss of their recognition as a political entity in the 17th century. The participants in the conflict were the Pequot and the English with their allied tribes (the Mohegan and Narragansett). The Fairfield Swamp Fight occurred July 13–14, 1637 in what is present-day Fairfield, Connecticut. The town of Fairfield was founded after the battle in 1639.

The Southport Historic District in the town of Fairfield, Connecticut is a 225-acre (91 ha) area historic district that was listed on the National Register of Historic Places in 1971. It preserves a portion of the modern neighborhood and former borough of Southport, Connecticut. Since the British burnt almost all of Southport's structures in 1779, there is only one home built prior to that date, the Meeker House at 824 Harbor Road, which survives.

Southport is a census-designated place (CDP) in the town of Fairfield, Connecticut. It is located along Long Island Sound between Mill River and Sasco Brook, where it borders Westport. As of the 2010 census, it had a population of 1,585. Settled in 1639, Southport center has been designated a local historic district since 1967, and was listed on the National Register of Historic Places in 1971 as the Southport Historic District.

St. Anthony of Padua Parish is a parish of the Roman Catholic Church in Fairfield, Connecticut, United States, in the Diocese of Bridgeport. The parish was established in 1927 as a national parish for Polish immigrants, one of a number of Polish-American Roman Catholic parishes in New England, and staffed by Conventual Franciscans. It was one of several ethnic congregations in Fairfield, others including St. Emery's, serving the Hungarian populace, and Holy Cross, the only Slovene church in New England.A new parish church designed by Anthony J. DePace of New York was built in 1970, but as demographics shifted, the parish lost parishioners as well as much of its Polish identity; its parochial school closed in 1973.Fr. John Baran arrived as pastor in 2002 from crosstown Our Lady of the Assumption Church. He ended a number of traditionalist practices and services, and set about improving the parish's outreach and community activity. As an homage to the Polish heritage, however, the parish picnic, held annually since 1978, does feature traditional Polish foods such as pierogies and stuffed cabbage.In December 2018, Bishop Frank Caggiano appointed Eleanor W. Sauers as Parish Life Coordinator, the first time a lay person had been appointed to head church administration in the diocese. Sauers had previously served as director of religious education, and had written her 2007 Ph.D. dissertation on the transformation of the parish.

Restmore is a historic mansion at 375 Warner Hill Road in Fairfield, Connecticut. It is an 11-room steel and stucco structure, built in 1911-12 by Ira DeVer Warner, a Bridgeport industrialist who owned the Warner Brothers Corset Company. Warner purchased 200 acres (81 ha) of land, built this house as a summer estate, and ran a dairy farm on the remaining land (most of which has since been sold off).The property was listed on the National Register of Historic Places on July 1, 2010.

The Jonathan Sturges House is a historic house at 449 Mill Plain Road in Fairfield, Connecticut. Built in 1840 to a design by Joseph Collins Wells, it is one of the oldest-known and best-documented examples of architect-designed Gothic Revival architecture. The house was declared a National Historic Landmark in 1994 for its architectural significance. It was designed and built for Jonathan Sturges (1802–74), a New York City businessman and patron of the arts, in whose family the property remains.

Mill Plain is a census-designated place (CDP) in the town of Fairfield, Fairfield County, Connecticut, United States. It is in the southern part of the town, directly north of the downtown area of Fairfield and northeast of Southport. It is bordered to the west by the Mill River, to the south by Interstate 95, to the east by Mill Plain Road, and to the north by Duck Farm Road. Mill Plain was first listed as a CDP prior to the 2020 census.

The David Ogden House is a historic house at 1520 Bronson Road in Fairfield, Connecticut. It was built in 1750 as an integral saltbox. The house is an exceptional survivor of a typical mid 18th century Connecticut farmhouse. There is a massive central field stone chimney topped with brick. The house, which escaped the burning of Fairfield by the British forces that invaded during the American Revolution, provides a glimpse into the life of a typical family. The house was called the new house in a 1750 deed. It is believed that the house was built for David Ogden at the time of his marriage to Jane Sturges. For the next 125 years it was home for the Ogden family in this farming and coastal shipping town. The house fell into disrepair and was donated to the Fairfield Historical Society. Presently, the house serves as a museum for the Fairfield Historical Society, which also operates the Fairfield Museum and History Center. At one time the Ogden House was owned by art and antiques dealer Mary Allis, who turned it into a showcase for eighteenth- and early nineteenth-century American folk paintings and furniture.

St. Thomas Aquinas is a Roman Catholic church in Fairfield, Connecticut, in the Diocese of Bridgeport. The present Colonial-style church was designed by Polak and Sullivan of New Haven, CT.

The Pine Creek Park Bridge, also known as the Mill Hill Road Bridge, is a Pratt pony truss bridge in Fairfield, Connecticut. Built in 1872, it was listed on the National Register of Historic Places in 1992. It is 54 feet (16 m) in length, and is located in conservation land on Pine Creek, having been moved there in 1979 from its original location on Mill Hill Road. It is significant as a rare example of an early iron bridge, from an era when bridge designs were changing and unsettled. It was produced by the Keystone Bridge Company of Pittsburgh, Pennsylvania, and is one of few surviving ones made by its engineer J. H. Linville.

Fairfield Ludlowe High School (FLHS) is a co-educational secondary school located in Fairfield, Connecticut, United States. Before Roger Ludlowe Middle School opened up on campus in 1998, Fairfield Ludlowe High School served as the middle school when the middle school students went to Fairfield Warde High School. FLHS was reopened as a high school in fall 2003 because of overcrowding at Fairfield's one existing high school, now called Fairfield Warde High School. The school was originally opened as "Fairfield High School at the Ludlowe Site," as a satellite campus of Fairfield High School housing 9th and 10th grades. In Fall 2003, The Board of Education decided that it would be called Fairfield High School South, while the existing high school would be called Fairfield High School East. The board, under the direction of president Grace Easterby, claimed that they voted for these names to minimize rivalry between the schools. Several months later, after much persuasion, the board voted to change the name of the two schools to Fairfield Ludlowe and Fairfield Warde, keeping the names from before the 1987 consolidation but also maintaining the reputation of the Fairfield name.