Ten Pound Island Light

The Battle of Gloucester was a skirmish fought early in the American Revolutionary War at Gloucester, Massachusetts on August 8 or 9, 1775. Royal Navy Captain John Linzee, commanding the sloop-of-war HMS Falcon, spotted two schooners that were returning from the West Indies. After capturing one schooner, Linzee chased the second one into Gloucester Harbor, where it was grounded. The townspeople called out their militia, captured British seamen sent to seize the grounded schooner, and recovered the captured ship as well. The skirmish was one of a series of actions that prompted a retaliatory expedition by Royal Navy Captain Henry Mowat in October 1775. The major event of his cruise, the Burning of Falmouth, was cited by the Second Continental Congress when it established the Continental Navy.

Fort Defiance was a fort that existed from 1794 to after 1865 on Fort Point in Gloucester, Massachusetts. The location protecting the inner harbor was also called Watch House Point.

St. Peter's Fiesta is a five-day festival honoring the patron saint of the fisherman, St. Peter. Hosted by the Italian American community of Gloucester, Massachusetts, the festival involves a carnival, seine boat races, and the Greasy Pole contest, and attracts people from all over.

Gloucester Fisherman's Memorial (also known as: "Man at the Wheel" statue or "Fishermen's Memorial Cenotaph") is a historic memorial cenotaph sculpture on South Stacy Boulevard, near entrance of Stacy Esplanade in Gloucester, Massachusetts, built in 1925.

The Puritan House is a historic hotel building at 3 Washington Street and 2 Main Street in Gloucester, Massachusetts. It was the first brick building to be built in the city. It was built in 1810 form James Tappan, a schoolteacher from New Hampshire who once had Daniel Webster as a student. Tappan operated Tappan's Hotel on the premises, and it served as a major social center for the community. Later owners also operated it as a hotel space, including one who gave it the name "Puritan House". It now houses other businesses.The building was listed on the National Register of Historic Places in 1976, and was included in the Central Gloucester Historic District in 1982.

Short & Main is a restaurant in Gloucester, Massachusetts. It was included in The New York Times's 2024 list of the 22 best pizzerias in the U.S.

The Front Street Block is a series of four connected commercial blocks in the West End of Gloucester, Massachusetts, USA. They were built in 1831 after a fire had devastated Gloucester's downtown the previous year. 69–71 Main Street, a three-story four wide block with Federalist styling, was built for Aaron Day. A hat maker operated on the ground floor, and apartments were above. 65–67 Main Street, a three-story four wide block with Federalist styling, was built for Samuel Bulkley. A "tin manufactory" operated on the ground floor, and there were apartments above. This building shared a wall with 69–71. 61–63 Main Street, also three stories and four wide, was built for William Babson, Jr., and had a shop on the ground floor with apartments above. In 1890 this building was renovated, giving it a new Victorian facade, and an enlarging addition to the rear. 55–59 Main Street is distinct from the other three buildings in being only two stories, and for having a hipped roof. It was built for Henry Smith, and first housed a cabinet maker on the ground floor, with living space above.They were collectively listed as a historic district on the National Register of Historic Places in 1974, and further included in the Central Gloucester Historic District in 1982.

Stage Fort was a fort that existed from 1635 to 1898 on Stage Head in what is now Stage Fort Park in Gloucester, Massachusetts.Stage Head was named for a fishing "stage" dating back to the original settlement by the Dorchester Adventurers Company circa 1624. The area was first fortified in 1635 and garrisoned intermittently from then until the Spanish–American War.

The Sargent House Museum is a historic house museum located at 49 Middle Street, Gloucester, Massachusetts. The museum is open on weekends from Memorial day to Columbus day, and offers guided tours of the historic home, a small gift shop, and rotating exhibits in its exhibit space. The Sargent House was built in 1782 for the feminist writer and philosopher Judith Sargent Murray and her first husband, John Stevens, a merchant in the West Indies trade. Judith's second husband, John Murray, the founder of the first Universalist Church in America, also lived in the house. The home is considered high Georgian because of its symmetrical floor plan, and includes Georgian details in its quoins, windows, cornices, and columns. The central stairway is an unusually fine example of the skill of 18th-century woodworkers. It has an undercut spiral newel, two types of spiral balusters on each step, and a long arched window enclosed by Ionic columns at the landing. This stair was almost purchased by the MET Museum in NY around 1915 for installation their "period rooms." This spurred the former families and friends of the House to preserve it as a museum. The Museum houses a small but exquisite collection of American decorative arts and furniture. It displays sculpture by Hiram Powers and one of the finest collections of family portraits in the United States by major American artists like Christian Gullager, Thomas Sully, James Frothingham, and Alvan Fisher. It has landscape prints and a painting by Fitz Henry Lane. The Museum owns several Thomas Sheraton pieces of furniture, as well as furniture made in major American furniture centers like Boston, Salem, Newburyport and New Orleans. Artifacts from the life of Judith Sargent Murray such as her dictionary and first edition "The Gleaner" (1798) are also exhibited. The house has a collection of original works by the painter John Singer Sargent, a descendant of the Sargent family.

The Central Gloucester Historic District encompasses the historic commercial, civic, and residential core of the fishing community of Gloucester, Massachusetts. Now largely defined by 19th century architectural trends, it includes the city's commercial downtown (Main Street), its civic heart on Dale and Prospect Streets, and some adjacent residential areas. It was added to the National Register of Historic Places in 1982.

The Fitz Henry Lane House is a historic house at 8 Harbor Loop Road, on the harbor side of Rogers Street in Gloucester, Massachusetts. The three-story stone Gothic Revival building was designed and built in 1849 by the artist Fitz Henry Lane, and was his home until his death in 1865. The building now sits in a municipal park, and has a commanding view of the harbor.The house was listed on the National Register of Historic Places in 1970. At that time, it was known as the "Fitz Hugh Lane House," but the Register changed the name in 2010.

The Gloucester Lyceum (1830-1872) of Gloucester, Massachusetts, was an association for "the improvement of its members in useful knowledge, and the advancement of popular education." It incorporated in 1831.From the 1830s through at least the 1860s, the Lyceum arranged lectures from notables such as: Ralph Waldo Emerson, Oliver Wendell Holmes Sr., "the two Everetts, Choate, Sumner, Rantoul, Winthrop, Colfax, Greely, ... Parker, Curtis, Phillips, Bayard Taylor, Dr. Holland, Chapin, Starr King, Hillard, ... Beecher, Giles, Gough, Dr. Hayes, the Arctic explorer, Burlingame, ... Alger, Whipple, Murdoch, Vanderhoff, Bancroft, and Dana." From 1830, "meetings were held in Union Hall ... until 1844 when the Murray Institute was used for one season prior to the occupancy of the Town Hall."In 1854 "the Lyceum opened its library on Wednesday and Saturday afternoons and evenings, with 1,400 volumes. It was located in the eastern parlor of the residence of F. G. Low on what was then the corner of Spring and Duncan Streets." Patrons could use the library for $1 per year; the fee was waived for those unable to afford it. In 1863 the library moved to Front Street; the building burned down in 1864. Thereafter it occupied rooms on Middle Street (in the Baptist church), and later on Front Street (in the Babson block). Much of the funding for the library came from "Samuel E. Sawyer, a Boston merchant, but a native of Gloucester."The Lyceum became the Gloucester Lyceum and Sawyer Free Library under a new charter in 1872.