Bird Homestead

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.

Rye Meeting House, also known as Milton Mission Chapel, Grace Chapel, and the Friends Meeting House, is a historic Quaker meeting house located at Rye, Westchester County, New York. The property is adjacent to the Bird Homestead. It is a one-story, wood-frame building on a stone foundation with two main volumes, a nave and an asymmetrical transept. The exterior is sheathed in clapboard and shingles and exhibits characteristics of the Stick style. The front facade features a 2+1⁄2-story bell tower. The building was built in the 1830s as a school house. It was moved to its present site in 1867, and enlarged in 1871, 1875, and 1877. At the time, the church was a mission church of nearby Christ's Church, an Episcopal church. The Quakers obtained the property in 1959. The property was deeded to the city of Rye in 2002.It was added to the National Register of Historic Places in 2011. In 2015, The Preservation League of New York State selected the historic restoration work completed on Rye Meeting House to receive an Excellence in Historic Preservation award.

Rye Town Park-Bathing Complex and Oakland Beach is a historic park and public beach located on Long Island Sound at Rye City, Westchester County, New York. It is located next to the separately listed Playland Amusement Park. It was designed in 1909 by architects Upjohn & Conable (Hobart Upjohn and George W. Conable) and landscape architects Brinley & Holbrook. There are six historically significant buildings and structures; they are the Mission Revival style Bathing Complex. This includes the Bathing Pavilion and two shelters, a restaurant (1910), the Spring House, and the Women's Bath House (1925).It was added to the National Register of Historic Places in 2003.

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

The Rye Golf Club is a semi-private, municipally-owned country club in Rye, New York, and one of five constituent properties of the National Historic Landmark Boston Post Road Historic District. The centerpiece of the parcel is an 1854 Gothic Revival stone home known as Whitby Castle which was designed by American architect Alexander Jackson Davis. The club has an 18-hole golf course designed by Devereux Emmet and 2 swimming pools.

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 Boston Post Road Historic District is a 286-acre (116 ha) National Historic Landmark District in Rye, New York, and is composed of five distinct and adjacent properties. Within this landmarked area are three architecturally significant, pre-Civil War mansions and their grounds; a 10,000-year-old Indigenous peoples site and viewshed; a private cemetery, and a nature preserve. It is one of only 11 National Historic Landmark Districts in New York State and the only National Historic Landmark District in Westchester County. It touches on the south side of the nation's oldest road, the Boston Post Road (US 1), which extends through Rye. A sandstone Westchester Turnpike marker "24", inspired by Benjamin Franklin's original mile marker system, is set into a wall that denotes the perimeter of three of the contributing properties. The district reaches to Milton Harbor of Long Island Sound. Two of the properties included in the National Park designation are anchored by Greek Revival buildings; the third property is dominated by a Gothic Revival structure that was designed by Alexander Jackson Davis. This district, which also has immense archaeological significance and importance to Native American, European-American and African-American heritage, was declared a National Historic Landmark in 1993. The three-quarters-mile (1.2 km) meadow and viewshed is one of fewer than a dozen such identified Indigenous peoples sites in all of New York State. In 2005, J. Winthrop Aldrich, former assistant to six successive Commissioners of New York State Department of Environmental Conservation (1974–1994) and Deputy Commissioner New York State Office of Parks, Recreation and Historic Preservation (1994-2003; 2007–2010), attested that the District was acknowledged to be "one of New York State's finest assets", "amply deserving the rare honor of National Historic Landmark designation by the Secretary of the Interior."

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.

Milton Harbor is the name of a bay located in the city of Rye on Long Island Sound, in Westchester County, New York. Historical names for the harbor include Apwonnah and Mill CreekMilton Harbor’s tidal wetlands and marshlands are home to a variety of plants and animals, especially birds, which come to feed, breed and build nests.

Marshlands Conservancy is a 147-acre nature preserve in the city of Rye, New York, that is fully owned and operated by Westchester County Parks. It has numerous wildlife habitats from ponds to creeks to a large meadow area, succession forest, freshwater wetlands and the only extensive salt marsh in Westchester. It borders Long Island Sound and can be entered via an easement on the historic Boston Post Road. It is one of 5 properties that together constitute the Boston Post Road Historic District. It has high archaeological sensitivity. The conservancy has also been designated an Important Bird Area.

Playland, often called Rye Playland and also known as Playland Amusement Park, is an amusement park located in Rye, New York, along the Long Island Sound. Built in 1928, the 280-acre (110 ha) park is owned by the Westchester County government. Beginning in 2018 the park has been operated under contract by Standard Amusements.

Airplane Coaster, known previously as the Aero-Coaster and the Aeroplane Dips, was a wooden roller coaster which operated at Playland Amusement Park in Rye, New York, from 1928 until 1957.