Widow Haviland's Tavern

Rye is a coastal city in Westchester County, New York, United States, located near New York City and within the New York City metropolitan area. It is separate from the Town of Rye, which has more land area than the city. The City of Rye, formerly the Village of Rye, was part of the Town until it received its charter as a city in 1942, making it the youngest city in the State of New York. Its population density for its 5.85 square miles of land is roughly 2,729.76/sq mi.Rye is notable for its waterfront which covers 60 percent of the city's six square miles and is governed by a waterfront act instituted in 1991. Located in the city are two National Historic Landmarks: the Boston Post Road Historic District was designated a National Historic Landmark by the National Park Service in 1993; its centerpiece is the Jay Estate, the childhood home of John Jay, a Founding Father and the first Chief Justice of the United States. Playland, a historic amusement park designated a National Historic Landmark in 1987 is also located in Rye. Playland features one of the oldest wooden roller coasters in the Northeast, the Dragon Coaster.

Christ's Church, Rye (formerly Grace Church), is an Episcopal church in the Diocese of New York, located next to the Boston Post Road (U.S. Route 1) in Rye in Westchester County, New York. Established in 1695, the parish is one of the oldest in the United States of America. Construction of the first church began in 1706; the present building, dating from the 1860s, is the fourth to be erected on the site.

US Post Office-Rye is a historic post office building located at Rye in Westchester County, New York, United States. It was built in 1935 and designed by the Office of the Supervising Architect under the direction of Louis A. Simon. It is a one-story symmetrical flat roofed building in the Colonial Revival style. The front facade features a central, recessed entrance with broad limestone surround and shallow decorated cornice. The lobby features a mural by Guy Pene du Bois painted in 1938 and titled "John Jay at His Home."It was listed on the National Register of Historic Places in 1989.The building was renamed the Caroline O'Day Post Office on October 23, 2010, in recognition of Congresswoman Caroline O'Day's public service.

The Church of the Resurrection is a Roman Catholic church located in Rye, New York. The parish was founded in 1880, and the current church building was completed in 1931.

Rye station is a commuter rail stop on the Metro-North Railroad's New Haven Line, located in the city of Rye, New York.

Rye Country Day School, also known as Rye Country Day or RCDS, is an independent, co-educational college preparatory school located in Rye, New York. Its Upper School (grades 9–12), Middle School (5–8), and Lower School (Pre-Kindergarten-4) enroll a total of 886 students on its 35-acre campus. Rye Country Day attracts students from over 40 school districts in the tri-state area. The School's $5.9 million financial aid budget provides significant tuition grants to the families of 143 students (16%) in the school. 35% of RCDS students self-identify as people of color.

Rye High School is a public high school in Rye, New York. Rye High School is the only high school in the Rye City School District. It shares a building with Rye Middle School.

The Apawamis Club is a private country club located in Rye, New York, Westchester County, long known for its 18-hole golf course and prominence in the sport of squash. The 1911 U.S. Amateur Championship was contested here, resulting in a playoff between the reigning British Amateur champion, Harold Hilton, and his lesser-known American opponent, Fred Herreshoff. Apawamis is also the home base of a nationally recognized junior squash program and hosts the world renowned Briggs Cup tournament.

Rye Psychiatric Hospital Center was a 34-bed investor-owned mental health facility located in Rye, New York.

Timothy Knapp House and Milton Cemetery is a historic district at 265 Rye Beach Avenue and Milton Road in Rye, New York. The earliest part of the Timothy Knapp House was built around 1670, and the site was added to the National Register of Historic Places in 1982.The Timothy Knapp House is considered the oldest residential property in Westchester County, New York, having been built in the 1660s. The property has been owned by only 5 families between 1663 and 1992, when it was acquired by the Rye Historical Society. The Milton Cemetery, across the Street from the Knapp House, is Rye's first public burying ground. The house, surrounding gardens and adjacent Milton Cemetery are listed on the National Register of Historic Places.

The Greenwood Union Cemetery is a cemetery in Rye and Harrison in Westchester County, New York.

The Dragon Coaster is a wooden roller coaster at Playland amusement park in Rye, New York. Opened in 1929, it was designed and built by amusement ride creator Frederick Church, the co-inventor of the Racing Derby, another early 20th century amusement park ride. The Dragon Coaster has approximately 3,400 feet of track and is, at its highest, approximately 80 feet tall. There is a tunnel along its span, a common feature of wooden roller coasters from the 1920s, that resembles the body and open mouth of a dragon. It was featured in the film Fatal Attraction, Mariah Carey's music video "Fantasy", and Big, starring Tom Hanks. The Dragon Coaster is still in operation.