Madison Park Technical Vocational High School

The John D. O'Bryant School of Mathematics and Science (abbreviated as O'B), formerly known as Boston Technical High School is a college preparatory public exam school along with Boston Latin School and Boston Latin Academy. The O’Bryant specializes in science, technology, engineering and mathematics ("STEM") in the city of Boston, Massachusetts, and is named for one of Boston's prominent African-American educators John D. O'Bryant. The school is currently located on 55 Malcolm X Boulevard in the neighborhood of Roxbury, Massachusetts. With a student body of 1,500 7th–12th graders, this school is part of the Boston Public Schools. The school was named a 2010 Blue Ribbon School of Excellence, the US Department of Education's highest award. In 2014 the school was awarded Gold by the US News Best High School Ranking, indicating that it is one of the top public high schools in the country.

Roxbury Heritage State Park is a history-themed heritage park in the oldest part of Roxbury, a former town annexed in 1868 by Boston, Massachusetts. It is anchored by the Dillaway–Thomas House, a large colonial structure built in 1750 and thought to be the oldest surviving house in Roxbury. The location includes an adjacent 1-acre (0.40 ha) landscaped park with views of the Boston skyline, and is part of the Metropolitan Park System of Greater Boston.

The First Church in Roxbury, also known as the First Church of Roxbury is the current headquarters of the Unitarian Universalist ("UU") Urban Ministry. A church on this site has been in use since 1632 when early English settlers built the first meetinghouse. Since then, the meetinghouse has been rebuilt four times, and its appearance today reflects how the meetinghouse looked in the late 19th and early 20th centuries.

John Eliot Square District is a historic district located in the northern Roxbury neighborhood of Boston, Massachusetts. It is formed by the intersection of Dudley, Bartlett, Centre, Roxbury and Highland Streets. Named after local missionary to the Indians, John Eliot, the square was the site of the Roxbury town center after its founding in 1630. Roxbury was annexed to Boston in 1868, and John Eliot Square was added to the National Register of Historic Places in 1973. The square is the nucleus of Roxbury Heritage State Park, a history-themed heritage park.

The Cox Building is a historic building in Boston, Massachusetts, that stands at the intersection of Dudley and Bartlett Street in the neighborhood of Roxbury. It was constructed in 1870 to provide housing and commercial accommodation. The building is two National Register districts, the Roxbury Highlands Historic District and the John Eliot Square District. In 1979, it was designated as a Boston Landmark by the Boston Landmarks Commission

The Reggie Lewis Track and Athletic Center (RLTAC) is an indoor track and indoor basketball stadium in Roxbury, Massachusetts, partially funded by the state of Massachusetts. It is home to numerous MIAA indoor track and field conferences, along with the MIAA State Championships and the New England High School Championships. Nike Indoor Nationals have been run there since 2008, and the Boston Indoor Games have been run there since their inception. USATF Masters Indoor Championships have been held at the facilities several times.

The Islamic Society of Boston (ISB) is an organization that runs two mosques in the Boston area. The original mosque called Islamic Society of Boston is in Cambridge, Massachusetts. In 2007, the Islamic Society of Boston Cultural Center (ISBCC) was built in Roxbury, Boston. Both mosques offers daily, weekly and annual programs for Muslims including Arabic and English classes on religious and secular topics. ISB also has a religious school for children and holiday programs. It organizes trips and summer camps for children and classes on Islam for new and non-Muslims.

The Edward Everett Hale House is a historic house at 12 Morley Street in Boston, Massachusetts. Built about 1841, it is a prominent local example of Greek Revival, most notable as the home of author and minister Edward Everett Hale for forty years. It was added to the National Register of Historic Places in 1979.

The Dillaway School is an historic school at 16-20 Kenilworth Street in Boston, Massachusetts. The school was built in 1882 to a design by George Albert Clough, the city's first official architect, and is his only surviving school design in the city. The building was listed on the National Register of Historic Places in 1980, and included in the Roxbury Highlands Historic District in 1989. The building has been converted to residential use.

Ruggles station is an intermodal transfer station in Boston, Massachusetts. It serves MBTA rapid transit, bus, and commuter rail services and is located at the intersection of Ruggles and Tremont streets, where the Roxbury, Fenway–Kenmore, and Mission Hill neighborhoods meet. It is surrounded by the campus of Northeastern University. Ruggles is a station stop for the Orange Line subway, as well as the Providence/Stoughton Line, Franklin Line, and Needham Line of the MBTA Commuter Rail system. Thirteen bus routes stop at Ruggles, including four of the fifteen key MBTA bus routes. The entire Orange Line, including the Orange Line platforms at Ruggles station, will be closed from August 19 to September 18, 2022, during maintenance work. Commuter Rail and bus service to the station will not be affected.

The Alvah Kittredge House is an historic house in the highlands of the Roxbury neighborhood of Boston, Massachusetts. The 2+1⁄2-story Greek Revival mansion was built in 1836 for Alvah Kittredge, a leading real estate developer of the time. It was originally located at the site of the Roxbury Low Fort, a defensive earthworks of the American Revolutionary War, and was moved to its present site after 1896. It was the home of noted Boston architect Nathaniel J. Bradlee for 30 years.The house was listed on the National Register of Historic Places in 1973 and designated a Boston Landmark by the Boston Landmarks Commission in 2016.

Nubian Square (formerly Dudley Square) is the primary commercial center of the Roxbury neighborhood of Boston, Massachusetts, located at the intersection of Dudley Street and Washington Street. It has long been the center of African American culture in Boston, prior to which the area was primarily Jewish.For most of the twentieth century, the square was a multi-mode transportation hub, centered at Dudley station, now Nubian station of the Washington Street Elevated, which closed in 1987. Several streetcar lines radiated to surrounding neighborhoods from the elevated station. It is now a substantial bus terminal and terminus for the MBTA's bus rapid transit Silver Line.