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The former community of Cooksville, in Ontario, Canada, was centered around the intersection of the former Highway 5 (Dundas Street) and Highway 10, the old town of Cooksville now makes up the centre of the City of Mississauga.

Cooksville was an important stage coach stop along the Dundas highway (formerly Highway 5), which was carved out of the wilderness after a survey by Asa Danforth in 1798.

Jacob Cook, for whom the area is believed to be named, bought 100 acres at Dundas and Hurontario streets for $30 in 1819.

The entrepreneur won the contract to deliver the mail from York (Toronto) to Niagara, operated several stage coach lines, was the local magistrate and built the Cooksville House, the first licensed tavern in the area at the northwest corner of Dundas and Hurontario streets in 1829.

Cooksville grew in size and influence until the Great Fire of 1852 razed much of it. A tornado hit the area on June 24, 1923 destroying mostly rural farmhouses around the town.

Cooksville was the residence of HIH Grand Duchess Olga Alexandrovna of Russia while in exile in Canada.