Statue of Josiah Quincy III

Shawmut Peninsula is the promontory of land on which Boston, Massachusetts was built. The peninsula, originally a mere 789 acres (3.19 km2) in area, more than doubled in size due to land reclamation efforts that were a feature of the history of Boston throughout the 19th century.

A statue of a donkey, sometimes called Democratic Donkey, is installed outside Boston's Old City Hall, in the U.S. state of Massachusetts. Roger Webb acquired the bronze sculpture in Florence, Italy. It was installed outside Old City Hall in 1998.

Boston's Old City Hall was home to its city council from 1865 to 1969. It was one of the first buildings in the French Second Empire style to be built in the United States. After the building's completion, the Second Empire style was used extensively elsewhere in Boston and for many public buildings in the United States, such as the Old Executive Office Building in Washington, D.C., as well as other city halls in Providence, Baltimore and Philadelphia. The building's architects were Gridley James Fox Bryant and Arthur Gilman.

A statue of Benjamin Franklin by Richard Saltonstall Greenough is installed outside Old City Hall in Boston, Massachusetts, United States. It rests on a base with plaques designed by Greenough and Thomas Ball.

Horticultural Hall (1845-1860s) of Boston, Massachusetts, stood at no.40 School Street. The Massachusetts Horticultural Society erected the building and used it as headquarters until 1860. Made of granite, it measured "86 feet in length and 33 feet in width ... [with] a large hall for exhibitions, a library and business room, and convenient compartments for the sale of seeds, fruits, plants and flowers." Among the tenants: Journal of Agriculture; Azell Bowditch's seed store; and Morris Brothers, Pell & Trowbridge minstrels.

School Street is a short but significant street in the center of Boston, Massachusetts. It is so named for being the site of the first public school in the United States (the Boston Latin School, since relocated). The school operated at various addresses on the street from 1704 to 1844. Effectively a southeastern extension of Beacon Street, School Street runs one or two blocks (it is bisected by Province Street on one side) from Tremont Street to Washington Street. Along the way, it passes King's Chapel, Boston's Old City Hall (on the first public school site), and the historic Old Corner Bookstore. The Parker House hotel, 19th-century meeting place of politicians and literary figures as well as the origin point of several famous local dishes, is also located along the street. The entirety of the street is part of the Freedom Trail, a red line that leads tourists to historic sites in the center of the city.

City Carpet is a 1983 sidewalk mosaic by Lilli Ann Killen Rosenberg, installed outside Boston's Old City Hall, in the U.S. state of Massachusetts.

Pi Alley (often misspelled Pie Alley) in Boston, Massachusetts, is located off Washington Street, near the Old City Hall on School Street. The origin of the short street's name remains in question. It may be named after the pied type which newspaper composing rooms dumped into the alley in the past, or after the local restaurants that sold coffee and a piece of pie for a nickel. It is also known as Williams Court, Savage's Court, Peck's Arch, and Webster's Arch.

Built in 1927, the Omni Parker House is a historic hotel in Boston, Massachusetts. The original Parker House Hotel opened on the site on October 8, 1855, making it the longest continuously operating hotel in the United States. Additions and alterations were made to the original building starting only five years after its opening. Between 1866 and 1925, the hotel increased in size with new stories and additions, eventually expanding its footprint over 41,400 square feet of land—the bulk of the city lot bordered by Tremont, School, and Bosworth Streets and Chapman Place. Founder Harvey D. Parker ran the hotel until his death in 1884, when the business passed on to his partners. Subsequent proprietors of the Parker House were Edward O. Punchard and Joseph H. Beckman (1884–1891), Joseph Reed Whipple and the J. R. Whipple Corporation (1891–1933), Glenwood Sherrard (1933–1968), the Dunfey family (1968–1996), and Robert Rowling of TRT Holdings (1996–present). Omni Parker House, Boston, is a member of Historic Hotels of America, the official program of the National Trust for Historic Preservation. Although the COVID-19 pandemic prevented the hotel from hosting guests for a short period of time, the operations and marketing teams continued to manage the property in preparation to welcome back guests, groups and social events.

The 1689 Boston revolt was a popular uprising on April 18, 1689 against the rule of Sir Edmund Andros, the governor of the Dominion of New England. A well-organized "mob" of provincial militia and citizens formed in the town of Boston, the capital of the dominion, and arrested dominion officials. Members of the Church of England were also taken into custody if they were believed to sympathize with the administration of the dominion. Neither faction sustained casualties during the revolt. Leaders of the former Massachusetts Bay Colony then reclaimed control of the government. In other colonies, members of governments displaced by the dominion were returned to power. Andros was commissioned governor of New England in 1686. He had earned the enmity of the local populace by enforcing the restrictive Navigation Acts, denying the validity of existing land titles, restricting town meetings, and appointing unpopular regular officers to lead colonial militia, among other actions. Furthermore, he had infuriated Puritans in Boston by promoting the Church of England, which was rejected by many nonconformist New England colonists.

The Old Corner Bookstore is a historic commercial building located at 283 Washington Street at the corner of School Street in the historic core of Boston, Massachusetts. It was built in 1718 as a residence and apothecary shop, and first became a bookstore in 1828. The building is a designated site on Boston's Freedom Trail, Literary Trail, and Women's Heritage Trail.The Old Corner Bookstore was listed on the National Register of Historic Places in 1973. This building is currently under consideration for Boston Landmark status by the Boston Landmarks Commission.

King's Chapel Burying Ground is a historic graveyard on Tremont Street, near its intersection with School Street, in Boston, Massachusetts. Established in 1630, it is the oldest graveyard in the city and is a site on the Freedom Trail. Despite its name, the graveyard pre-dates the adjacent King's Chapel (whose first structure was built in 1688); it is not affiliated to that or any other church.