Boston is the capital of and largest city in Massachusetts, and is one of the oldest cities in the United States. The largest city in New England, Boston is regarded as the unofficial "Capital of New England" for its economic and cultural impact on the entire "New England" region. The city proper had a 2009 estimated population of 645,169, making it the twentieth largest in the country. It is also the anchor of a substantially larger metropolitan area called  "Greater Boston", home to 4.5 million people and the tenth-largest metropolitan area in the country. Greater Boston as a commuting region includes six Massachusetts counties:  "Essex", "Middlesex","Norfolk", "Suffolk", "Plymouth", "Worcester", northern "Bristol" County, all of "Rhode Island" and parts of "New Hampshire"; it is home to 7.6 million people, making it the fifth-largest Combined Statistical Area in the United States.

Halifax, legally known as the Halifax Regional Municipality (HRM), is the capital of the province of Nova Scotia, Canada. It is a major economic centre in Atlantic Canada with a large concentration of government services and private sector companies. Major employers and economic generators include the Department of National Defence, Dalhousie University,Saint Mary's University, the Halifax Shipyard, various levels of government, and the Port of Halifax. Agriculture, fishing, mining, forestry and natural gas extraction are major resource industries found in the rural areas of the municipality. Halifax was ranked as the fourth best place to live in Canada for 2012, placed first on a list of "large cities by quality of life" and placed second in a list of "large cities of the future''. Additionally, Halifax has consistently placed in the top 10 for business friendliness of North and South American cities. Waterfront warehouses known as the Historic Properties recall Halifax’s days as a trading hub for privateers, notably during the War of 1812.

New York City is the most populous city in the United States and the center of the New York metropolitan area. The city has a significant impact on global commerce, finance, media, culture, art, fashion, research, education, and entertainment. As host of the United Nations Headquarters, it is also an important center for international affairs. The city is often referred to as ''New York City'' or the ''City of New York'', to distinguish it from the state of New York, of which it is a part. Located on a large natural harbor on the Atlantic coast of the Northeastern United States, New York City consists of five boroughs: The Bronx, Brooklyn, Manhattan, Queens, and Staten Island. 

Montreal is the largest city in the province of Quebec and the second-largest city in Canada. Originally called Ville-Marie, or City of Mary, the city takes its present name from Mont Royal, the triple-peaked hill located in the heart of the city, whose name was also initially given to the island on which the city is located, or Mont Real as it was spelled in Middle French, Mont Royal in present french.

Portland is a city located in the Northwestern United States, near the confluence of the Willamette and Columbia rivers in the state of Oregon. As of July 2009, it has an estimated population of 582,130, making it the 30th most populous in the United States. Portland is Oregon's most populous city, and the third most populous city in the Pacific Northwest, after Seattle, Washington and Vancouver, British Columbia, Canada. Approximately 2.2 million people live in the Portland metropolitan area, the 23rd most populous in the United States as of July 2006.

Saguenay is a city in the Saguenay–Lac-Saint-Jean region of Quebec, Canada, on the Saguenay River, about 200 kilometres (120 mi) north of Quebec City by overland route. It is about 126 kilometres (78 mi) upriver and northwest of Tadoussac, located at the confluence with the St. Lawrence River. This city was formed in 2002 by a merger and annexation of smaller jurisdictions, including Chicoutimi, founded by the French in 1676. The city of Saguenay constitutes a territory equivalent to a regional county municipality (TE); its geographical code is 941. Together with the regional county municipality of Le Fjord-du-Saguenay, it forms the census division (CD) of Le Saguenay-et-son-Fjord (94). The mayor of Saguenay is Jean Tremblay, who served as mayor of Chicoutimi before the merger. Prior to its use as the name of the city, the term "the Saguenay" or (less commonly) "Saguenay Valley" had already been used for the whole Saguenay River region (see Saguenay–Lac-Saint-Jean). Saguenay is the seat of the judicial district of Chicoutimi.

Quebec, also Québec, City of Québec, Quebec City, or Québec City is the capital of the province of Quebec in Canada. Founded in 1608 by Samuel de Champlain, Quebec City is one of the oldest cities in North America. The ramparts surrounding Old Quebec (Vieux-Québec) are the only fortified city walls remaining in the Americas north of Mexico, and were declared a World Heritage Site by UNESCO in 1985 as the 'Historic District of Old Québec'. The city's famous landmarks include the Château Frontenac, a hotel which dominates the skyline, and La Citadelle, an intact fortress that forms the centre-piece of the ramparts surrounding the old city. The National Assembly of Quebec (provincial legislature), the Musée national des beaux-arts du Québec (National Museum of Fine Arts of Quebec), and the Musée de la civilisation (Museum of Civilization) are found within or near Vieux-Québec.