The 1960s were a truly transformative, groovy decade for Toronto, and helped to establish it as one of the leading modern, cutting-edge metropolises in North America.

Yorkdale Shopping Centre opened its doors to shoppers in 1964 with Eaton’s at its retail peak, New City Hall opened in 1965, and the Bloor-Danforth subway line launched a year later.

Sports fans will remember that the Maple Leafs won their last Stanley Cup in 1967, and the same year, Etobicoke, East York, North York, Scarborough, and York were officially redesignated as boroughs.

Here are 20 photos of what Toronto looked like in the 1960s.

Exhibition Place 

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Two women in an Amphicar at the CNE in 1962. 

 

toronto 1960sCNE officials tour the Better Living Centre in 1967.

College and McCaul

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Reception area of the Canadian Institute of Pharmacy building at 175 College St. in 1965.

Davenport and Bedford 

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Santa Claus parade at the southeast corner on Nov. 14, 1964.

Cloverdale Mall 

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The open-air shopping plaza in 1961 or 1962.

Don Valley Parkway and York Mills 

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A residential home at 274 Roywood Dr. in 1961.

King and Bay 

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Toronto Dominion Bank tower’s last girder in March 1966. 

Jane and Lawrence 

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Plaza on Jane Street north of Lawrence Avenue West in 1962.

Toronto Island 

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Children playing in a fountain on the Toronto Island in 1961.

Bay and Harbour 

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A Shriner driving a mini car at Bay and Harbour Streets on July 1, 1962.

Yonge and King

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Montreal Trust Building in August 1963.

Queen and Bay

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New City Hall in June 1966. 

Pape and Danforth 

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Royal Bank tellers on Jan. 9, 1969.

Yorkdale Shopping Centre

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Interior of the mall, showing the Simpson’s entrance and Fairweather in 1965.

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Interior of the mall in 1965.

toronto 1960s The exterior of the mall in the 1960s.

Yonge and Dundas

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Near the intersection in 1964. 

toronto 1960s1965.

Yonge and Gloucester 

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The 1962 Shriners’ Parade.

Yonge and Gerrard 

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Looking south in the 1960s.

What intersection of the city do you think has transformed the most since this groovy decade?