Orillia in the context of "Simcoe County"

The name of Toronto has a history distinct from that of the city itself. Originally, the term "Tkaronto" referred to a channel of water between Lake Simcoe and Lake Couchiching, at what is now the city of Orillia, on maps as early as 1675 but in time the name passed southward, and was eventually applied to a new fort at the mouth of the Humber River. Fort Toronto was the first European settlement in the area, and lent its name to what became the city of Toronto.

John Graves Simcoe identified the area as a strategic location to base a new capital for Upper Canada, believing Newark to be susceptible to American invasion. A garrison was established at Garrison Creek, on the western entrance to the docks of Toronto Harbour, in 1793; this later became Fort York. The settlement it defended was renamed York on August 26, 1793, as Simcoe favoured English names over those of First Nations languages, in honour of Prince Frederick, Duke of York. Residents petitioned to change the name back to Toronto, and in 1834 the city was incorporated with its original name. The name York lived on through the name of York County (which was later split into Metropolitan Toronto and York Region), and continues to live on through the names of several districts within the city, including Yorkville, East York, North York, and York the last three being suburbs that were formally amalgamated into the "megacity" of Toronto on January 1, 1998.

King's Highway 11, commonly referred to as Highway 11, is a provincially-maintained highway in the Canadian province of Ontario. At 1,784.9 kilometres (1,109.1 mi), it is the second-longest highway in the province, after Highway 17. Highway 11 begins at Highway 400 in Barrie and arches through northern Ontario to the Canada–United States border at Rainy River via Thunder Bay; the road continues as Minnesota State Highway 72 across the Baudette–Rainy River International Bridge. North and west of North Bay (as well as for a short distance through Orillia), Highway 11 forms part of the Trans-Canada Highway and is part of MOM's Way between Thunder Bay and Rainy River.

The original section of Highway 11 along Yonge Street was colloquially known as "Main Street Ontario" and was one of the first roads in what would later become Ontario. It was devised as an overland military route between York (Toronto) and Penetanguishene. Yonge Street serves as the east–west divide throughout York Region and Toronto.

McLaughlin Motor Car Company Limited was a Canadian manufacturer of automobiles headquartered in Oshawa, Ontario. Founded by Robert McLaughlin, it once was the largest carriage manufacturing factory in the British Empire.

Around 1905, Robert's son Sam started building automobiles. By 1907, this enterprise had grown to include the manufacture of McLaughlin automobiles with Buick engines. In 1915, the company manufactured Chevrolet vehicles for the U.S. and Canadian market. The carriage end of the business was then sold to Carriage Factories Limited of Orillia, Ontario. James Brockett Tudhope's Carriage Factories ended carriage production and changed to manufacturing truck and car parts. The Tudhope firm was sold in 1924 to Cockshutt Plow Company and merged into the Cockshutt Plow owned Canada Carriage and Body Limited of Brantford, Ontario. The Brantford-based firm is now Trailmobile Canada.