Ocean Gateway International Marine Passenger Terminal

Fort Loyal was a British settler refuge and colonial outpost built in 1678 at Falmouth (present-day Portland, Maine) in Casco Bay. It was destroyed in 1690 by Abenaki and French forces at the Battle of Fort Loyal. The fort was rebuilt in 1742 and renamed Falmouth Fort before King George's War and rearmed again in 1755 for the French and Indian War. The fort was rebuilt a final time in 1775 for the American Revolution. The peninsula was first colonized by the English in 1632 as a fishing and trading village named Casco. When the Massachusetts Bay Colony absorbed the Province of Maine in 1658, the town's name changed to Falmouth. In 1676, the village was destroyed by the Abenaki during King Philip's War. English colonists returned two years later when peace resumed. Fort Loyal was built in 1678 in the center of Portland at the foot of present-day India Street to protect the town from future attacks. In 1690 Fort Loyal consisted of four wooden blockhouses and eight guns. During King William's War, a raiding party of French and Native allies destroyed the English settlement and massacred its inhabitants in the Battle of Fort Loyal (1690). At the end of the conflict Massachusetts did not rebuild the fort, instead building Fort Casco in Falmouth. The fort was rebuilt in 1742 and renamed "Falmouth Fort" before King George's War and then rearmed during the French and Indian War in 1755. Reverend Thomas Smith described the 1759 celebration at the fort in Falmouth upon the arrival of news that Quebec had fallen: "The cannon were fired at the fort yesterday and today. Mr. Mayhew's house was illuminated, and small arms fired in the evening, upon further and more authentic news of the victory at Quebec." Earthworks were constructed on the Fort Loyal site in 1775 as part of harbor defenses during the American Revolution and known as the "Lower Battery." Elements from earlier iterations of the fort, such as the guard house, were still in use. The bluff on which the fort had been located was leveled off during the construction of the Grand Trunk Railway in the 1850s. Today the fort's location is memorialized by a plaque on the Grand Trunk Office Building at the corner of India and Thames Streets in Portland.

159–161 Fore Street (also known as The Stephenson Home) was a residential building in Portland, Maine, United States. The building, which stood at the corner of Fore Street and Hancock Street in the Old Port, was notable as the birthplace of poet Henry Wadsworth Longfellow in 1807. It was built in 1791, when the city was part of Massachusetts. Longfellow did not grow up in the home. It was originally the home of Captain Samuel Stephenson, uncle of Longfellow via Stephenson's wife, Abigail. Because of the building's connections with the famous writer, the International Longfellow Society attempted to prevent the demolition of the house with a fundraising effort but was ultimately unsuccessful. The structure was demolished in 1955.

The Roux Institute is a graduate campus and research center affiliated with Northeastern University and located in Portland, Maine. After a year of development, the institute was announced by Northeastern on January 27, 2020, along with an announcement of a $100 million gift from David Roux and his wife, Barbara.The Roux Institute is currently located in the WEX Inc. headquarters building in downtown Portland. A new campus is under construction at the site of the former B&M Baked Beans factory, which is anticipated to open in 2027.In contrast to Northeastern's other regional campuses in Seattle and Burlington, Massachusetts, which primarily focus either on graduate education or advanced research, the Roux Institute engages in both.

Portland station was a passenger rail station on the Grand Trunk Railway in Portland, Maine, United States. It stood to at the foot of India Street, Portland's first street, between 1903 and 1966. It was one of Portland's four railroad stations for the Portland and Forest Avenue Railroad Company over its history, and one of the two stations in the city at the time of the station's construction. The other was Union Station, which has also been demolished. The Grand Trunk and steamship offices building still stands, at the corner of India Street and Thames Street. As of 2024, it was in use as the head office of Gorham Savings Bank. A third story was added to this building in 1903. The station's clock tower was removed in 1948, eighteen years before the station itself was razed. Construction of the Grand Trunk Railways was delayed by the American Civil War, but used rail was obtained from New Brunswick in 1863 to complete a line from India Street along Middle Street, through Monument Square, along Congress Street, and then down High Street, and westerly along Spring Street to Clark Street. Service with horse-drawn street cars began on 12 October 1863. In 1864, an adjoining line was built along Preble Street from Monument Square and thence along Portland Street and Forest Avenue to Woodfords Corner. This line was later extended to Morrills Corner along Pleasant Avenue and Stevens Avenue. Lines along Congress Street were extended westward to Longfellow Square and eastward to Atlantic Street on Munjoy Hill. Horse-drawn sleighs were substituted for rail cars when snow and ice covered the streets during winter months to avoid ice removal inconveniencing other horse-drawn sleighs. In the late 19th century, Portland was favored over Boston as the seaport terminus for the Grand Trunk Railway from Montreal. When the Maine Coast Special train to Montreal was withdrawn 1966, the station was abandoned.

The Maine Narrow Gauge Railroad Co. & Museum is a 2 ft (610 mm) narrow gauge railway, located in Portland, Maine, United States.

Ocean Gateway Pier II is a floating deepwater cruise ship pier located at the Ocean Gateway International Marine Passenger Terminal in Portland, Maine. Construction of the pier began on 1 November 2010 with a groundbreaking ceremony attended by Maine governor John Baldacci and city officials. It was opened on 10 September 2011, when Enchantment of the Seas became the first vessel to dock at the pier.The total cost of building the pier was about $6 million, paid for by a state transportation bond. It was built by the Reed & Reed construction company, which submitted a bid about $1.5 million less than had been budgeted for, allowing an extension of the pier by about 100 feet (30 m) over the original plan and the addition of water and electrical services.The pier is composed of a 124-foot (38 m) floating barge, anchored to the seabed, at the center of the structure for embarking passengers onto ships, with the remainder a gangway wide enough to accommodate vehicles the size of a golf cart. The gangway is supported by individual pilings and clusters of three pilings. The pier is able to accommodate ships as large as 1,200 feet (370 m) long.

The Maine State Pier is a municipal-owned deepwater marine facility and music venue located at the intersection of Commercial Street and Franklin Street on the eastern waterfront in Portland, Maine.It was completed in 1924. In the mid-2000s, competing proposals were examined to redevelop the Maine State Pier into a tourist destination, but difficulties with state regulations and the late-2000s recession halted proposed redevelopment. In 2009, the first annual Portland Lobster Fest was held at the State Pier.In 2009, the Portland City Council approved spending $2.4 million to redevelop the end of pier. Improvements included the creation of an outdoor music venue. In 2011, rapper Wiz Khalifa and others appeared at the venue. In 2016, Maine native Howie Day performed "Collide" and other songs at the pier. In '07, Grace Potter & the Nocturnals from Vermont played there. Boston acts Guster played there in '09, and Rachel Platten in 2015. The venue has a maximum capacity of 3,000.During the 2011 Portland mayoral campaign, several candidates, including former State Senator Ethan Strimling made the lack of redevelopment at the Maine State Pier a key campaign issue. Many of Strimling's largest campaign donors were employees of Ocean Properties, one of the companies which sought to redevelop the pier during the 2000s.

The Village Cafe was a 550-seat family-owned Italian restaurant in Portland, Maine, United States. It was in business, at 112 Newbury Street, for 71 years (1936–2007) and was one of the few restaurants in the Old Port during the restaurant's existence. It stood across Hancock Street from the Shipyard Brewing Company, in a space now occupied by condominiums — The Village at Ocean Gate — which maintain The Village's name. The restaurant closed at 11:30 PM on weekdays and 12:30 AM on weekends. It was renovated in 1998.After increasing competition from the numerous restaurants opening to take advantage of Portland’s "foodie town" status, the restaurant's owner decided to close the business, rather than spend an estimated $500,000 on work the building needed. It was under contract in 2006 and sold in 2007. There was a plan to downsize the restaurant and include it on the first floor of the condominium, but this did not come to fruition.

The Abyssinian Meeting House is a historic church building at 73–75 Newbury Street, in the Munjoy Hill neighborhood of Portland, Maine. Built 1828-1831 by free African-Americans, it is Maine's oldest African-American church building, and the third oldest in the nation. Throughout the years, the Abyssinian was a place for worship and revivals, abolition and temperance meetings, speakers and concerts, the Female Benevolent Society, the Portland Union Anti-Slavery Society and negro conventions, and the black school in Portland from the mid-1840s through the mid-1850s. The building is the only Underground Railroad site in Maine recognized by the National Park Service. It was listed on the National Register of Historic Places in 2006.

Wendameen is a historic schooner normally berthed at the Maine State Pier on Commercial Street in Portland, Maine. She is a two-masted auxiliary rigged schooner, designed in 1912 by the noted naval architect John G. Alden. She is now owned and operated by the Portland Schooner Company, which offers sailing tours of Casco Bay, using Wendameen and Bagheera. Wendameen was listed on the National Register of Historic Places in 1992.

The Portland Company Marine Complex is an 9 acres (3.6 ha) industrial site in Portland, Maine's East End neighborhood. The Portland Company was established in 1846 and built railroad equipment for the adjacent Portland terminus of the Atlantic and St. Lawrence Railroad connection between Portland and Montreal. It ceased production in 1978. In August 2013, the property was sold to a group of developers. At the time of its sale, the property had a tax-assessed value of $1.9 million. Since 1993, the building has been home to the Maine Narrow Gauge Railroad Museum as well as host to the annual events Maine Boat Show and Maine Flower Show.

Bagheera, formerly Beacon Rock, is a historic schooner normally berthed at the Maine State Pier in Portland, Maine. She is a two-masted auxiliary rigged schooner, built in 1924 by the noted naval architect John G. Alden, and is noted for her racing success on the Great Lakes. She is now owned and operated by the Portland Schooner Company, which offers sailing tours of Casco Bay, using Bagheera and Wendameen. Bagheera was listed on the National Register of Historic Places in 2009.