Oakley Country Club

St. James Armenian Church is a prominent Armenian Apostolic church located in Watertown, Massachusetts. Established in 1937, the church has become a vital center for the Armenian-American community in the Greater Boston area.

Old Watertown High School is a historic school building at 341 Mount Auburn Street in Watertown, Massachusetts, United States. The 3+1⁄2 story brick building was built in 1913 by local architect Charles Brigham. Now an assisted living facility named Brigham House, the English Revival structure is one of Watertown's most imposing public buildings, standing about one mile east of Watertown center. When built it first served as the city's high school, but was converted to a junior high school in 1925, a role it served until the late 1980s. It then stood vacant until its conversion to housing in the 2000s.The building was listed on the National Register of Historic Places in 2006.

Watertown High School (WHS) is the local high school, built in 1925, for Watertown, Massachusetts, United States. The school is home to the Watertown Raiders, who are best known for their varsity field hockey and boys' basketball programs. Watertown's colors are black and red. The school newspaper is the Raider Times. On May 8, 1930, ex-President Calvin Coolidge was received at the school as town celebrated its 300th anniversary. As a part of the celebration, a national radio program was broadcast from the high school marking the momentous anniversary.

The Deluxe Town Diner is a historic diner in Watertown, Massachusetts. This diner was manufactured on site, rather than having been prefabricated and shipped to the site from a specific diner manufacturer. In 1947, George Contos and his father built this diner around their earlier Worcester Lunch Car Company diner. The Worcester diner became the kitchen in the current building. The Town Diner's two-tone porcelain siding and its round glass-block corners combine architectural features of the Worcester and Paramount Diner manufacturers, respectively.The diner was added to the National Register of Historic Places in 1999 as "Town Diner".

The Coolidge School is a historic former school building at 319 Arlington Street in Watertown, Massachusetts. It is a large two story Classical Revival brick building with pressed stone trim, on a granite foundation. It was designed in its present configuration by local architects Clarence Hoyt and Curtis Bixby, and built in two phases. The first phase, built in 1915, was a U-shape structure that is the western portion of the building. In 1925, the eastern wing was added, giving the building its present E shape. The building replaced a previous four-room wood-frame schoolhouse located on School Lane (now Bostonia Avenue) near Mount Auburn Street. The new building, with ten rooms and capacity for over 400 students, was used as an elementary school until 1984. It was afterward used for a variety of purposes, including office space and some educational use, until it was formally closed in 2000.The building was listed on the National Register of Historic Places in 2009. The building has been converted to residential use.

The Common Street Cemetery is the second oldest documented cemetery in Watertown, Massachusetts. Located at the junction of Common and Mount Auburn Streets in central Watertown, it was founded in 1754. It is the site of Watertown's second meeting house, where major planning and resistance activities took place in the early days of the American Revolutionary War. The cemetery was listed on the National Register of Historic Places in 2022.

St. Stephen's Armenian Apostolic Church (Armenian: Սուրբ Ստեփանոս Հայաստանեայց Առաքելական Եկեղեցի), also known as Soorp Stepanos Church, is an Armenian Apostolic church in Watertown, Massachusetts. St. Stephen’s Armenian Apostolic Church is located in the heart of the Armenian community in Watertown, MA, the largest Armenian community on the east coast. Its jurisdiction falls under the Eastern Prelacy of the Armenian Apostolic Church, and the Holy See of Cilicia. There is a bilingual school next to the church named St. Stephen's Armenian Elementary School.

St. Stephen's Armenian Elementary School (Armenian: Սուրբ Ստեփանոս հայկական տարրական դպրոց), located in Watertown, Massachusetts, was founded in 1985. It is a small Armenian private school.

The Old Burying Ground is the oldest documented cemetery in Watertown, Massachusetts. Located at the junction of Arlington and Mount Auburn Streets in eastern Watertown, its oldest documented grave site dates to 1665, and it remained in active use into the 20th century. It was the town's first formal cemetery, and remained its only one until 1754, when the Common Street Cemetery was established. The cemetery was listed on the National Register of Historic Places in 2022.

The Dorothy and Charles Mosesian Center for the Arts (formerly Arsenal Center for the Arts) is a nonprofit multidisciplinary arts venue on the Charles River in Watertown, Massachusetts, United States. The 30,000 square foot center, located in an historic 1894 manufacturing shop of the U.S. Army's Watertown Arsenal, houses a 339-seat main stage theater, a 100-seat black box theater, exhibition galleries, art classrooms, and rehearsal studios. Mosesian Arts is located six miles from downtown Boston, borders Brighton and the Charles, and is accessible from surrounding suburbs and MetroWest. Programming includes professional theater and musical performances, comedy, gallery exhibitions, literary and art discussions, and performing and visual arts classes and workshops for all ages. Watertown Children’s Theatre, Mosesian Arts’ performing arts education program, provides classes and performances for youth and families. The venue also hosts other performing arts companies from throughout the Greater Boston region.

The New Repertory Theatre (New Rep) is a Boston-area regional theater company founded in 1984, it has produced more than 70 East Coast, US, or World premieres. Since 2005 New Rep has been the resident company at the Mosesian Center for the Arts in Watertown, MA. It creates productions for the 340-seat Main Stage Theater, the 90-seat Black Box Theater, and its outreach program, New Rep Classic Repertory Company, performs for over 14,000 students, many from underserved communities, each year. In 2019, Michael J. Bobbitt was appointed as executive artistic director. In April 2021, New Rep named M. Bevin O’Gara its interim executive artistic director, as Bobbitt moved to the position of executive director for the Massachusetts Cultural Council.New Rep's Next Voices Playwriting Fellowship sponsors playwrights each year to develop new work. Recent fellows include Walt McGough, John Minigan, Ellen O'Brien, Lila Rose Kaplan, and Patrick Gabridge. In 2020, during the COVID-19 Pandemic, New Rep transitioned from live to virtual performaces and later the next year featured outdoor performances at the Arsenal on the Charles. In July 2021, the theatre announced it would be suspending operations due to pandemic related challenges. In 2022, the company announced it would be producing two shows for the 2022 season; We Celebrate: Storytelling through Song, Music, and Sound at the Mosesian Center Main Stage, and Solo Moments in New Reps Black Box Theater.

The Edmund Fowle House is a historic house and local history museum at 28 Marshall Street in Watertown, Massachusetts, USA. Built in 1772, it is the second-oldest surviving house in Watertown (after the Browne House, built c. 1698), and served as the meeting place for the Massachusetts Provincial Congress in the first year of the American Revolutionary War. Now owned by the local historic society, it was listed on the National Register of Historic Places in 1977.