Fort Pickering is a 17th-century historic fort site on Winter Island in Salem, Massachusetts. Fort Pickering operated as a strategic coastal defense and military barracks for Salem Harbor during a variety of periods, serving as a fortification from the Anglo-Dutch Wars through World War II. Construction of the original fort began in 1643 and it saw use as a military installation into the 20th century. Fort Miller (Fort Darby prior to the Civil War) in Marblehead also defended Salem's harbor from the 1630s through the American Civil War. Fort Pickering is a First System fortification named for Colonel Timothy Pickering, born in Salem, adjutant general of the Continental Army and secretary of war in 1795. Today, the remains of the fort are open to the public as part of the Winter Island Maritime Park, operated by the City of Salem.

17th century

Winter Island at the time of English settlement in the early 17th century was an island separated from the mainland, held as common land by the Proprietors and used as a fortification and for fishing activities. In 1643 Fort William was begun on the island.

Fort Pickering

18th century

Circa 1702, during Queen Anne's War, Fort William was renamed Fort Anne (for then Queen Anne), and was rebuilt around 1706 under the direction of the Royal Engineers, who were earlier sent by King William III to fortify the colonies. It is unclear how much was accomplished, as a debate on whether the town or the province should fund the rebuilding lasted past 1711, when the war ended for the American colonies. In 1735 the Massachusetts General Court provided 600 pounds to rebuild the fort to hold 15 guns. It was rebuilt again by the town and known as Fort Number Two in Patriot hands during the American Revolutionary War.

Fort Pickering

In 1794, the City of Salem ceded the fort to the federal government and a new fort was constructed in its place, part of the first system of U.S. fortifications. The 1794 U.S. Army report on fortifications called for the fort to have eight artillery pieces, a blockhouse, and a magazine. The fort's garrison was proposed to consist of one officer and 22 enlisted men.

Fort Pickering

Major repairs to the fort were conducted in 1796 and a restoration in 1799. Later in 1799 it was renamed Fort Pickering in honor of Timothy Pickering, then Secretary of State of the U.S.

19th century

The fort was rebuilt in 1800 and 1808 to mount six guns as part of the second system of U.S. fortifications. In a report on the conditions of fortifications of the United States submitted to Congress by President Jefferson on January 6, 1809, the following is stated regarding Fort Pickering - "The fort and block house, ... with a magazine under it, have been repaired and a new barrack erected." Another report in December 1811 stated the fort was "an enclosed work of brick and sods, mounting six heavy guns, covered by a block house".

Regular Army commanders of the fort (combined with Fort Sewall in Marblehead) from 1800 to 1812 included Capt. Alexander D. Pope 1800–1802, a detachment of Capt. Nehemiah Freeman's company 1802–1803, no federal garrison 1804–1808, and Capt. Stephen Ranney 1809–1812.

Massachusetts militia camps on Winter Island in the 1850s and 1860s included Camp Sutton (1853, 1855), Camp Edmunds (1856), Camp Banks (1858), and Camp Gardner (1860s). Camp Sutton existed in 1853 and 1855. The camp was named for general William Sutton and was occupied by the 2nd Division. Camp Edmunds existed in 1856. The camp was named for Major General B.F. Edmunds and was occupied by the 4th Brigade. Camp Banks existed in 1858. The camp was named for Major General Nathaniel P. Banks and was occupied by the 2nd Division.