Duffy Fairgrounds

Watertown Speedway was a 1/2 mile dirt oval raceway located at the Jefferson County fairgrounds in Watertown, New York. Located in the Thousand Islands region, it drew competitors and fans from both sides of the Canada–US border

Kelsey Creek flows into the Black River near Watertown, New York.

Jefferson Community College (SUNY Jefferson) is a public community college in Watertown, New York. Established on November 7, 1961, Jefferson Community College was the area's first institution of higher education and remains the only college with a campus in a 50 miles (80 km) radius. It was initially accredited in 1969, and is the only college in the State University of New York (SUNY) System with a zoo technology degree program.

Thomas Memorial AME Zion Church is a historic African Methodist Episcopal Zion church located at Watertown in Jefferson County, New York. It was built in 1909 and is a small front gabled vernacular building with minimal Gothic details. It is constructed of cast concrete blocks and features a plain square tower with no spire. Its also a place where the run away slaves would use as a hub for the under ground railroad, along with several houses on the street. It was listed on the National Register of Historic Places in 2002.

Abingdon and New Abingdon Apartments is a Historic building in Watertown, New York. It was nominated to be added to the NRHP in October 2018 and was added in January 2019.

Emma Flower Taylor Mansion is a historic home located at Watertown in Jefferson County, New York. It was built in 1896–1897 and is a massive 2+1⁄2-story mansion constructed of rock faced, random course Medina sandstone which was hand-cut on site. The footprint is 5,628 square feet (522.9 m2), not including the porches and porte cochere. It is Queen Anne in style and features wraparound porches, towers, projecting bays, dormers, and a complex roofline. It was constructed as a wedding gift to his daughter by New York Governor Roswell Pettibone Flower.It was listed on the National Register of Historic Places in 2002.

Jefferson County Courthouse Complex is a courthouse complex and national historic district located at Watertown in Jefferson County, New York. The district includes three contributing buildings; the courthouse building (1862), Clerk's Office (1883–1884) and Surrogate's Office (1905). The courthouse building is a two-story, red brick structure with limestone trim. It features a three-story tower on the northwest corner. It was designed by architect Horatio Nelson White.It was listed on the National Register of Historic Places in 1974.

Trinity Episcopal Church and Parish House is a historic Episcopal church located at Watertown in Jefferson County, New York. The church was built in 1889-1890 and is massive, rambling Richardsonian Romanesque–style edifice built of random coursed, ashlar stone with a water table and foundation of similar stone. The parish house was built in 1912–1913.It was listed on the National Register of Historic Places in 2000.

The Woolworth Building is a historic building in Watertown, New York. It is a contributing building in the Public Square Historic District. Plans for the Woolworth Building were begun in 1916 by Frank W. Woolworth, the founder of the Woolworth's chain of department stores.

Paddock Mansion is a historic home located at Watertown in Jefferson County, New York. Since 1922, it has been the headquarters of the Jefferson County Historical Society. It was built in 1876 and is a 2+1⁄2-story brick structure on a high basement in the Stick / Eastlake style. It features a 3-story tower on the southeast corner and the eaves, gables, balconies, and front porch are supported by elaborate turned millwork and chamfered brackets and posts.It was listed on the National Register of Historic Places in 1979.

Watertown Masonic Temple is a historic building and former Masonic hall located in Watertown in Jefferson County, New York. It was constructed in 1914 as a meeting hall for a local Masonic lodge and is a three-story building in the Neoclassical style, with a masonry and steel structure. The front of the building features a large prostyle temple front with six Doric columns supporting a triangular pediment.It was listed on the National Register of Historic Places in 1980 In 2003, the Masonic Hall Association decided to sell the building, citing the cost of maintaining the structure, and declining membership for its decision.In 2017, a plan to renovate the building as a performing arts center was included in a ten million dollar New York State Empire State Development Corporation revitalization grant.

The Paddock Arcade is a 19th-century shopping mall located in Watertown, New York. Built in 1850, it is the second oldest covered shopping mall and the oldest continuously running enclosed shopping mall in the United States. Since it has seen uninterrupted use since it opened in 1850, it carries the distinction of being the country's oldest, continuously operating covered shopping mall.: 3–5  The Paddock Arcade was listed on the National Register of Historic Places in 1976.