Cortland County Courthouse

First Presbyterian Church Complex, also known as United Presbyterian Church, is a historic Presbyterian church located at Cortland in Cortland County, New York. It was built in 1889-1890 and is a solid massed masonry building consisting of a central hip-roofed main block fronted by steeply pitched gable projections. Major additions to the original church were completed in 1922 and 1958. The church features a stout, multi stage bell tower with a tall steeple and prominent cross on the spire. Also on the property is a Queen Anne style manse completed in 1903.It was listed on the National Register of Historic Places in 2002.

Cortland Free Library is a historic library building located at Cortland in Cortland County, New York. It consists of one colossal story, seven bays wide, that stands on a high basement. It is constructed of brick in the Georgian Revival style and built in 1928. The entrance is marked by a projecting portico with four columns.It was listed on the National Register of Historic Places in 2008.The Library offers a unique Dial-A-Story services that provides 24/7 access to recorded content. Patrons can call 607-838-4567 from any phone and use the menu to navigate to various recordings. Children will especially enjoy story time on Dial-A-Story as it requires no internet access to use.

Cortland Fire Headquarters is a historic fire station located at Cortland in Cortland County, New York. It is a three-story, predominantly rectangular structure, consisting of stepped gables, square bell tower, yellow faced brick, and tiled roof, built in 1914. The first floor houses fire apparatus, the second serves as quarters for firefighters, and the third is a meeting hall and training area, as well as the home for the special operations division.It was listed on the National Register of Historic Places in 1974.

The Unitarian Universalist Church of Cortland, New York, also known as "The Old Cobblestone Church," is an historic cobblestone church building located at 3 Church Street in Cortland, New York, United States. Built in 1837, the building was established as a Universalist church. Since 1961, the congregation has been a member of the Unitarian Universalist Association due to a denominational merger. The Unitarian Universalist Church of Cortland was listed on the National Register of Historic Places in 1993.It has cobblestone walls and granite quoins. In 1895, a large arch was cut in the east cobblestone wall and a Morey and Barnes organ was set in the arch. This historic organ is one of only two such historic organs remaining. It is nationally recognized by the American Organ Historical Society for its superb sound and nearly original condition. The building was documented by Historic American Buildings Survey photographer Jack Boucher in 1966. It is one of only 21 surviving cobblestone religious buildings in New York State. It is also the oldest public building still in use in Cortland, NY. "The Town of Cortlandville contributed $100 toward construction of the church in return for the use of the church basement as the Town Hall. The Town retained use of the basement until the 1880s."

US Post Office-Cortland is a historic post office building located at Cortland in Cortland County, New York. It was built in 1913-1915 and enlarged in 1940–1941. It is one of a number of post offices in New York State designed by the Office of the Supervising Architect of the Treasury Department, Oscar Wenderoth. It is a one-story building with a brick foundation clad in granite with facades clad in coursed ashlar limestone in the Neoclassical style. The lobby features a wood relief by Ryah Ludins in 1942-1943 titled "Valley of the Seven Hills." It was listed on the National Register of Historic Places in 1988.

Cortland is a city and the county seat of Cortland County, New York, United States. Known as the Crown City, Cortland is in New York's Southern Tier region. As of the 2020 census it had a population of 17,556.The city of Cortland, near the county's western border, is surrounded by the town of Cortlandville.

The William J. Greenman House is a historic home located at Cortland in Cortland County, New York. It was built in 1896, and based on a pattern book plan by architect George Franklin Barber. It is a 2½-story, Queen Anne-style frame dwelling. It is sheathed in clapboard and sits on a stone foundation. It features exuberant wood trim, decorative shingles and half-timbering; a wraparound porch with a circular section topped by a bell-shaped roof; and projecting bay windows. Also on the property is a contributing carriage house.: 3 It was listed on the National Register of Historic Places in 2011.

The 1890 House Museum is a historic house located on Tompkins Street in Cortland, New York. It was built in 1890 for industrialist Chester F. Wickwire (1843–1910), and was designed by architect Samuel B. Reed. The beautiful mosaic stained glass windows throughout the home were created by Henry F. Belcher. Chester Wickwire lived in the home from 1890 until his death in 1910. He made his fortune by founding and managing the Wickwire Brothers Company in Cortland, NY, which produced wire products such as horse muzzles, seed spreaders, insect screens, and similar products for rural Americans.In 1974, the 1890 House Museum formed a part of the Tompkins Street District's listing on the National Register of Historic Places, and in 1975, the 1890 House became a museum after campaigning from Cortland County leaders.

Cortland station is a defunct Lehigh Valley Railroad station in Cortland, New York. It was located on the Lehigh Valley's Elmira and Cortland Branch. The station building still stands; the tracks are owned by the New York, Susquehanna and Western Railway. Cortland was one of two depots; the Delaware, Lackawanna and Western Railroad (Lackawanna) depot was located on Railroad Street in the center of the city.

The Cortland Enlarged City School District is a public school district in Cortland, New York. The district consists of 6 schools and with a total enrollment of approximately 2,800 students. The Cortland City District includes the city of Cortland, the town of Virgil, and part of the town of Cortlandville. The school board consists of 7 members.

Tompkins Street–Main Street Historic District, formerly known as Tompkins Street Historic District, is a historic district in Cortland, New York. It encompasses 109 contributing buildings and one contributing site in the central business district of Cortland and the surrounding residential areas. It includes about 60 commercial buildings built between 1860 and 1910, public buildings such as the separately listed U.S. Post Office, and the Cortland Rural Cemetery. Residences date as early as the 1830s and include mansions from the 1890-1916 period. Most residences are 2+1⁄2 stories and of frame construction.Under the Tompkins Street name, it was listed on the National Register of Historic Places in 1975. Its boundaries were increased to include Main Street from Tompkins to Clinton Streets in 1982.

The Cortland Rural Cemetery is located in Cortland, New York, United States. A non-profit, non-denominational cemetery established in 1853, the still operational cemetery has a physical footprint of approximately 44 acres (18 ha) and features the attributes typical of the mid-19th century garden cemetery or rural cemetery, including rolling hills, copious trees, curving roads, and an overall asymmetrical design. The cemetery is regulated by the New York State Department of State NYS Division of Cemeteries and as such has the special designation of 501(c)(13) reserved by independent, non-profit cemeteries in New York. It is managed by a volunteer Board of Trustees and funds its operations with a combination of revenues from operations such as burial fees, plot sales income, and marker foundation installation fees, ongoing donations from Cortland Rural Cemetery Foundation, and donations received from individual donors, other foundations, and in-kind assistance from the City of Cortland. Adjacent to the State University of New York at Cortland, located at 110 Tompkins Street, and an included in the Tompkins Street–Main Street Historic District on the National Register of Historic Places, the cemetery has over 19,000 individual graves on its grounds, including those of many notable figures in Cortland's history. The cemetery's grounds also include noteworthy historical architectural structures, including the Gibson Memorial Chapel designed (circa 1922) by noted architect George W. Conable and an office/garage and superintendent's mansion designed by Carl Wesley Clark (circa 1928). The cemetery has dedicated Veterans sections and is also home to a decades-old Jewish Cemetery associated with Cortland's Temple Brith Sholom.