Windsor is the oldest continuously inhabited settlement west of Quebec in Canada, and one of the country’s southernmost cities. Originally called Petite Côte (little coast) by the Jesuits who founded a mission there in 1728, it soon became known as La Côte de Misère (coast of poverty) because of the sandy soil. Settled as an agricultural community by the French in 1748, the area soon came under British jurisdiction after France lost the Seven Year’s War (also known as the French and Indian War) in 1759. After the American Revolution, many Loyalists from the former colonies moved to the area, anglicizing the settlement. However, the city maintains much of its French heritage today in the form of street names and city layout.

In 1794, a town was founded along the Detroit River; originally, it was called Sandwich, but the name was soon changed to Windsor, after the Berkshire town in England. Windsor was established as a village in 1854, a town in 1858, and became a full-fledged city in 1892.

Most of the buildings still standing in the city today date back to the early 1800s, with the oldest being the Duff-Baby House , built in 1798. Several other establishments such as Mackenzie Hall and the François Baby House , have been converted into community centers and museums to celebrate the history of the city.  Known as the "City of Roses", Windsor is consistently one of Canada's safest cities.