Paca House and Garden

The Brice House is, along with the Hammond-Harwood House and the William Paca House, one of three similar preserved 18th century Georgian style brick houses in Annapolis, Maryland. Like the Paca and Hammond-Harwood houses, it is a five-part brick mansion with a large central block and flanking pavilions with connecting hyphens. Of the three, the Brice House's exterior is the most austere, giving its brickwork particular prominence. The Brice House was declared a National Historic Landmark in 1970.

Artisan's House is a historic home located at Annapolis, Maryland, United States. It is a 1+1⁄2-story frame house on a brick foundation representative of modest middle class dwellings of the 18th century. It was likely used as a barracks during the Revolutionary War. Because of this, it is also known as "Hogshead."It was listed on the National Register of Historic Places in 1973, and it is a contributing property in the Colonial Annapolis Historic District. Hogshead is owned by the Historic Annapolis Foundation and operated as an 18th-century period historic house museum with Colonial-era re-enactors.

The Patrick Creagh House is a historic house located at 160 Prince George Street in Annapolis, Anne Arundel County, Maryland.

The Hammond–Harwood House is a historic house museum at 19 Maryland Avenue in Annapolis, Maryland, USA. Built in 1774, is one of the premier colonial houses remaining in America from the British colonial period (1607–1776). It is the only existing work of colonial academic architecture that was principally designed from a plate in Andrea Palladio's I Quattro Libri dell'Architettura (The Four Books of Architecture) (1570). The house was designed by the architect William Buckland in 1773–1774 for wealthy farmer Matthias Hammond of Anne Arundel County, Maryland. It was modeled on the design of the Villa Pisani in Montagnana, Italy, as depicted in Book II, Chapter XIV of Palladio's work. It was designated a National Historic Landmark in 1960, and is now managed by a non-profit organization as a museum.

The Chase–Lloyd House is a historic house at 22 Maryland Avenue in Annapolis, Maryland. Built in 1769–1774, it is one of the first brick three-story Georgian mansions to be built in the Thirteen Colonies, and is one of the finest examples of the style. Its interiors were designed by William Buckland. Its construction was started for Samuel Chase, who would later be a signatory to the Declaration of Independence and Associate Justice of the Supreme Court, but Chase sold the building unfinished to Edward Lloyd IV in 1771. Lloyd completed the house in 1774 with assistance from Buckland and another architect, William Noke. The house remained in the Lloyd family until 1847, when it was sold to a relation of Chase. Hester Anne Chase was the daughter of Jeremiah Townley Chase who was Samuel Chase's cousin. When she died, she left the house to her 3 orphan nieces, Francis, Matilda, and Hester. In 1888 the house was bequeathed for use as a home for elderly women by the will of the last living niece, Hester. It continues in this use today. While the upper floors are off limits to visitors, the main floor and the extensive gardens are open to the public.

Middleton Tavern is a tavern in Annapolis, Maryland. It is one of the oldest continuously operating taverns in the United States.

The Peggy Stewart House, also known as the Rutland-Jenifer-Stone House, is a Georgian style house in Annapolis, Maryland. Built between 1761 and 1764 by Thomas Rutland as a rental property, it was owned at various times by Thomas Stone and U.S. Founding Father Daniel of St. Thomas Jenifer. In October 1774 it was owned by Anthony Stewart, owner of the ship Peggy Stewart. It was listed in the National Register of Historic Places in 1973 for its associations with the burning of Anthony Stewart's ship, Peggy Stewart, as well as for its architectural significance as a mid- to late 18th century Georgian mansion. Furthermore, the dwelling was recognized as a National Historic Landmark for its associations with Jenifer and Stone, and for the thematic representation of politics and diplomacy (1763 - 1783) during the American Revolution

The Historic Inns of Annapolis consist of three historically rich inns dating back to the end of the American Revolutionary War. The historical buildings, located in Annapolis, Maryland, include the Maryland Inn, Governor Calvert House, and the Robert Johnson House as well as the Treaty of Paris restaurant and the King of France Tavern, which are the on-site dining facilities. Managed by Remington Hotels, the hotel is located in the heart of the city of Annapolis, MD. The Historic Inns of Annapolis is a member of Historic Hotels of America, the official program of the National Trust for Historic Preservation.

Ogle Hall is an historic building in Annapolis, Maryland, Maryland Inventory of Historic Properties Inventory #AA-530. It is also known as the United States Naval Academy Alumni House.It is located at 247 King George Street and was built between 1739 and 1742 for Dr. William Stephenson. It changed hands and in 1747, Daniel Cheston leased the property to Provincial Governor of Maryland, Samuel Ogle, giving the building its namesake. Ogle maintained two properties in the Province, the other being the Belair Mansion in nearby Collington, Maryland.Benjamin Ogle Tayloe was born on May 21, 1796, at Ogle Hall in Annapolis, Maryland, to Anne Ogle Tayloe, daughter to Benjamin Ogle and wife of John Tayloe III of The Octagon House in the Federal CIty of Washington, whose family seat resided on the Northern Neck of Virginia, the colonial estate built by his father-John Tayloe II-Mount Airy, Richmond County, Virginia. Ogle Hall was recently bough and turned into an Airbnb rental.

Jennings House, located in Annapolis, Maryland, was the residence of the governors of Maryland from 1777 until 1870, when it was replaced by Government House. The building was sold to the United States Naval Academy in 1869 for $25,000 (equivalent to $509,000 in 2021). It was demolished in 1901. Governor George Howard, son of Governor John Eager Howard, was born in Jennings House in 1789.

The United States Naval Academy Chapel in Annapolis, Maryland, is one of two houses of worship on the grounds of the Navy's service academy. Protestant and Catholic services are held there. The Naval Academy Chapel is a focal point of the Academy and the city of Annapolis. The chapel is an important feature which led to the Academy being designated a National Historic Landmark in 1961. Traditionally, new third-class midshipmen become "Youngsters" when they sight the chapel dome upon returning from their summer cruise.

John Callahan House, known previously as Pinkney-Callahan House when it was located on St. John Street, is a historic home in Annapolis, Maryland, United States. The brick home was constructed by John Callahan (c. 1754–1803), a prominent and wealthy Annapolitan who served as the Register of the Western Shore Land Office between 1778 and 1803, around 1785–90. It has been moved twice in efforts to prevent its demolition. In 1900–01, the house was relocated to St. John's Street and then to its present site on Conduit Street in 1972. The home features an unusual gable-end principal façade and a largely intact Georgian/Federal interior finishes. It once served as St. John's College Infirmary. It was first listed on the National Register of Historic Places on November 12, 1971 (NRHP Reference Number 71000365); after its relocation in 1972, it was listed again in 1973. It is a contributing property in the Colonial Annapolis Historic District.