St. Matthew's Episcopal Church and Churchyard

Captain Benjamin Merrill (c. 1731 – June 19, 1771) was an American military officer, gunsmith and planter who served in the militia of Rowan County, North Carolina. He sided with the Regulator Movement during the American Revolution. He was captured following the conflict ending Battle of Alamance on May 16, 1771, and shortly thereafter ordered to be executed as a rebel and traitor by Governor William Tryon.

Hillsborough Historic District is a national historic district located at Hillsborough, Orange County, North Carolina. The district encompasses 529 contributing buildings, 9 contributing sites, 13 contributing structures, and 2 contributing objects in the central business district and surrounding residential sections of Hillsborough. The district includes buildings dating to the late-18th and early-20th century and includes notable examples of Federal, Greek Revival, and Italianate style architecture. Located in the district are the separately listed Burwell School, Eagle Lodge, Hazel-Nash House, Heartsease, Montrose, Nash Law Office, Nash-Hooper House, Old Orange County Courthouse, Poplar Hill, Ruffin-Roulhac House, Sans Souci, and St. Matthew's Episcopal Church and Churchyard. Other notable buildings include Seven Hearths, the Presbyterian Church (1815-1816), Methodist Church (1859-1860), First Baptist Church (1862-1870), Twin Chimneys, and the Berry Brick House.It was listed on the National Register of Historic Places (NRHP) in 1973.

Ayr Mount is a Federal style plantation house located east of Hillsborough, in Orange County, North Carolina, the United States of America. In 1799, William Kirkland (born in Ayr, Scotland) bought 500 acres (2.0 km2) east of Hillsborough. Circa 1815, he had a home built for himself, his wife, Margaret, and their children, a brick dwelling with a two-story, three-bay main block flanked by one-story, two-bay wings. A full-width front porch, added about 1894, was removed sometime after 1971 and replaced with a facsimile of the original porch.Mrs. Samuel (Emily) Kirkland, the last of four generations of Kirklands to occupy the house, lived there until 1985. The property had gone through several owners prior to Kirkland's purchase of the property, the most well-known being William Few, Jr., whose father, William Few, Sr., had a house built on the property c. 1764. Today, Ayr Mount is a publicly accessible historic site located on 265 acres (1.07 km2). It is owned and operated by Classical American Homes Preservation Trust. The home has been furnished with Federal period antiques and decorative art, including some original Kirkland furnishings. Ayr Mount features guided house tours and the one-mile (1.6 km) hiking trail the "Poet's Walk."

Dickerson Chapel is a historic chapel in Hillsborough, North Carolina. Built in 1790, the chapel originally served as the courthouse for Orange County until 1844. It housed a Baptist congregation from 1845 until 1862, when it was purchased by a group of Quakers to serve as a school for African-American children. Since 1886 it has housed a congregation of the African Methodist Episcopal Church.

Eagle Lodge is a historic Masonic lodge building located at Hillsborough, Orange County, North Carolina. It was built in 1823, and two-story, three-bay, square brick building in the Greek Revival style. It has a low hipped roof with heavy box cornice and a one-story pedimented porch with Ionic order columns.The Eagle Lodge was first chartered in 1791 and disbanded in 1799. It was re-started in 1819, and decided in 1820 to build a building. This was designed probably by North Carolina's state architect William Nichols.It came to serve as the town's lecture hall, opera house, Civil War hospital, and other functions. It was also known as the King Street Opera House.It was deemed architecturally significant "as an interesting example of the adaptive usage of early Greek Revival motifs in a building constructed specifically as a Masonic lodge."It was listed on the National Register of Historic Places in 1971. It is located in the Hillsborough Historic District.

The Burwell School is an American historic site and former school, located in Hillsborough, North Carolina. It is owned and operated by the Historic Hillsborough Commission, Inc., a North Carolina 501 (c) (3). The site is listed on the National Register of Historic Places and located in the Hillsborough Historic District.

Sans Souci is a historic home located at Hillsborough, Orange County, North Carolina. It was built about 1813, as two-story, three-bay, frame dwelling with a gable roof and set on a brick foundation. Later additions included 1+1⁄2-story flanking wings added in the Federal period and a Greek Revival shed addition built in the mid-19th century across the rear of the main block and the east wing. Also on the property are the contributing kitchen, office, and servant's quarters.It was listed on the National Register of Historic Places in 1971. It is located in the Hillsborough Historic District.

Hazel-Nash House, also known as the Hasell-Nash House, is a historic home located at Hillsborough, Orange County, North Carolina. It was built about 1820, and consists of a two-story, three-bay, pedimented central block flanked by a pair of pedimented single-story wings. The front facade features a single-story porch supported by Ionic order columns and a central Palladian window. Its design is probably based on Robert Morris (1703–1754) plate 37 of his Rural Architecture. (London, 1750).It was listed on the National Register of Historic Places in 1971. It is located in the Hillsborough Historic District.

Nash Law Office is a historic office building located at Hillsborough, Orange County, North Carolina. It was built in 1801, and is a small one-story, frame building with a gable roof and low brick foundation. It has a brick exterior end chimney and a small one-story wing added in 1865. The building housed the law office of jurist Frederick Nash (1781-1858). Following his death it housed a school and was purchased by the Hillsborough Historical Society in 1970.It was listed on the National Register of Historic Places in 1971. It is located in the Hillsborough Historic District.

Ruffin-Roulhac House, also known as Little Hawfields, is a historic home located at Hillsborough, Orange County, North Carolina, United States. It was built about 1820, and is a 1+1⁄2-story, five-bay, frame dwelling including a two-room addition built about 1830. It is topped by a gable roof, is sheathed in weatherboard, and has a one-bay 20th century replacement porch. The interior has Federal, Greek Revival, and Victorian style design elements. It was the home of jurist Thomas Ruffin (1787–1870) from after the end of the American Civil War until his death in 1870.The house has since been converted into town offices for the town of Hillsborough.It was listed on the National Register of Historic Places in 1971. It is located in the Hillsborough Historic District.

Heartsease is a historic home located at Hillsborough, Orange County, North Carolina. It was built about 1770, and consists of a 1+1⁄2-story, three-bay, central block dating to the late 18th century, with an early 19th-century 1+1⁄2-story east wing, and two-story pedimented west wing added in the late 19th century. It is topped by a gable roof and features a shed porch whose roof supported by plain Tuscan order posts. It is believed that Heartsease served as the pre-Revolutionary home of Thomas Burke, North Carolina's third governor and a member of the Constitutional Convention.It was listed on the National Register of Historic Places in 1973. It is located in the Hillsborough Historic District.

Hillsborough station is a planned infill train station in Hillsborough, North Carolina, located on the North Carolina Railroad (NCRR). According to town officials, the station building will have a meeting space, similar to Kannapolis station. When it is completed, Amtrak's Carolinian and Piedmont will serve the station. It will be the nearest Amtrak station to the University of North Carolina at Chapel Hill.