Ontario County Courthouse

Canandaigua (; Utaʼnaráhkhwaʼ in Tuscarora) is a city in Ontario County, New York, United States. Its population was 10,545 at the 2010 census. It is the county seat of Ontario County; some administrative offices are at the county complex in the adjacent town of Hopewell.The name Canandaigua is derived from the Seneca name of its historic village here, spelled variously Kanandarque, Ganandogan, Ga-nun-da-gwa, or Konondaigua, which was established long before any European Americans came to the area. In a modern transcription, the historic village is rendered as tganǫdæ:gwęh, which means "place selected for a settlement" or "at the chosen town".The city is surrounded by the Town of Canandaigua. The City of Canandaigua is on the northern end of Canandaigua Lake, one of the Finger Lakes, 24 miles (39 km) southeast of Rochester, 68 miles (109 km) west of Syracuse, and 93 miles (150 km) east of Buffalo. Parts of six neighboring towns also share the Canandaigua mailing address and 14424 ZIP code.

The former U.S. Post Office in Canandaigua, New York, is located on North Main Street (New York state routes 21 and 332). It is a Classical Revival granite structure built in 1910 and expanded in 1938. It was listed on the National Register of Historic Places both as a contributing property to the Canandaigua Historic District in 1984 and individually in 1988, as part of a Multiple Property Submission of over 200 post offices all over the state.Its construction was authorized in the first decade of the 20th century under the Tarsney Act of 1893, which authorized the federal government to hire private architects to design buildings for its use. Local philanthropist Mary Clark Thompson, widow of banker Frederick Ferris Thompson, donated the land and paid for Boston-based Allen & Collens to design the new building. It is one of only three post offices in the state built under the act, and the only one outside of New York City. In 1938 it was expanded with an additional story under the auspices of Louis Simon, Supervising Architect of the Treasury Department. At the time of its construction it was also used as a federal courthouse. Three years after it was listed on the Register, the Postal Service moved out for larger quarters. The neighboring YMCA bought the post office building several years later. It has annexed it to its own building and built an extension to the west, but kept the post office building intact.

Canandaigua Historic District is a national historic district located at Canandaigua in Ontario County, New York. The district includes 354 residential, commercial, religious, and civic properties (338 contributing) that constitute the historic core of Canandaigua. It incorporates the North Main Street Historic District. The structures date from the 1810s to 1930s and contains a number of distinctive buildings reflecting a variety of architectural styles including Greek Revival, Italianate, Colonial Revival. The Ontario County Courthouse is located within the district boundaries. Located in the district is the separately listed former United States Post Office. It was listed on the National Register of Historic Places in 1984. In 2016, an isolated area of 68 additional properties was added to the district after they were found to be sufficiently historic.

The Benham House is a historic house located at 280-282 South Main Street in Canandaigua, Ontario County, New York.

North Main Street Historic District in Canandaigua, New York is a historic district that was listed on the NRHP in 1973.Significant buildings are the First Congregational Church, the 1812 built courthouse which was city hall by 1972, and a dozen Federal and Greek Revival architecture houses.The First Congregational Church in the district was covered in a HABS survey. In 1984, it was incorporated into the Canandaigua Historic District.

St. John's Episcopal Church is an episcopal church in Canandaigua, New York. It was built in 1872.

Saltonstall Street School is a historic school building located at Canandaigua in Ontario County, New York. The original section of the school was built in 1875, with a major addition constructed in 1890 and is a one-story, polychrome brick structure on a raised basement. It features a variety of picturesque late 19th century decorative features in the Queen Anne style, such as a multi-gabled roof surmounted by a louvred cupola. It is a typical example of a late 19th-century ward school, along with the Adelaide Avenue School.It was listed on the National Register of Historic Places in 1984.

Adelaide Avenue School is a historic school building located at Canandaigua in Ontario County, New York. It was built about 1890 and is a one-story, polychrome brick structure on a raised basement. It features a variety of picturesque late 19th century decorative features in the Queen Anne style, such as a multi-gabled roof surmounted by a louvred cupola. It is a typical example of a late 19th-century ward school, along with the Saltonstall Street School.It was listed on the National Register of Historic Places in 1984.

The building at 426 South Main Street (also New York State Routes 21 and 332) is located in Canandaigua, New York, United States. It is a two-story brick dwelling in the Italianate architectural style built around 1880. In 1984 it and its neighboring barn were listed on the National Register of Historic Places.It is the only remaining house from that era on that block. While its form is Italianate, its upper arches are more typical of Renaissance Revival buildings, a style that was starting to become popular at the time of the building's construction. Its architect is unknown. At the time of its listing on the Register it doubled as a residence and antique shop. Today, however, as at the time of its construction, it is solely used as a residence.

The Granger Homestead and Carriage Museum offers an 1816 Federal-style mansion in Canandaigua, New York. The property remained in the Granger family for four generations. A carriage house contains a carriage museum. Two barns on the 10-acre (4.0 ha) hold close to 100 antique carriages and sleighs. One barn has a large collection of original Granger family farming equipment.

The Canandaigua City School District is a public school district in New York State, United States, that serves approximately 3,650 students in the city of Canandaigua and the town of Canandaigua and portions of the towns of Bristol, Farmington, East Bloomfield, Gorham, Hopewell and South Bristol in Ontario County, with an approximate operating budget of $76 million. The student-teacher ratio is 13:1(elementary), 12-13:1(middle-high school).The District motto is "One Community, Transforming Lives". Jamie Farr is the Superintendent of Schools.

The Thaddeus Chapin House is a historic house located at 128 Thad Chapin Street in Canandaigua, Ontario County, New York.