Stage Fort Park

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.

Gloucester High School ( GLOST-ər) is a public four-year comprehensive secondary school, with 865 students and 150 faculty and staff, serving Gloucester, Massachusetts. It is accredited by the New England Association of Schools and Colleges and is a member of the Northeast Alliance of High Schools.

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 First Parish Burial Ground is a historic cemetery located at 122 Centennial Avenue in Gloucester, Massachusetts. Established in 1644, the 2.5 acres (1.0 ha) site is Gloucester's oldest burying ground. It once stood at the heart of the Gloucester settlement, and was for 80 years its only cemetery. It was listed on the National Register of Historic Places in 1975. It is now being maintained jointly by the city and the Cemetery Restoration Partnership.

The Ten Pound Island Light is a historic lighthouse in Gloucester Harbor in Gloucester, Massachusetts. It is located on Ten Pound Island, near the eastern end of the harbor. The tower, built in 1881, is a conical cast iron structure 30 feet (9.1 m) tall, replacing a stone tower first built on the site in 1821. The main body is painted white, and the top is painted black. The tower is the only surviving part of a more extensive light station, which included a keeper's house and an oil house. The island additionally hosted a federal fish hatchery and a Coast Guard air (seaplane) station; only ruins survive.The lighthouse was listed on the National Register of Historic Places in 1988. Both Winslow Homer and Fitz Henry Lane painted the first tower.

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.

The Whittemore House is a First Period house in Gloucester, Massachusetts, built around 1700, based on an analysis of its framing and construction methods. It is a two-story wood-frame building with a two-story shed-style addition on the rear, and a single story addition on the right side. When first built, it consisted of two rooms with a chimney on the right; two more rooms were added in the First Period to the right of the chimney, nearly centering it in the house. The original chimney has since been removed.The house is also notable for its occupation by artist Fitz Hugh Lane, who used the left side room as his studio. The house was added to the National Register of Historic Places in 1990.

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.

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.

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.

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.