History Queen West Toronto photos

What Queen West used to look like in Toronto

Queen West seems a natural street to knock off as I continue to fill in some of the more obvious gaps in our collection of historical photo posts. Although Yonge Street is typically considered the most important street in Toronto (and for good reason), it wouldn't be difficult to make the argument that, at least historically speaking, Queen Street deserves consideration for that title.

Part of the reason for this, as is explained in the Queen Street West Heritage Conservation District Plan, is that Queen (then known as Lot Street) "was the baseline established by the Royal Engineers, when they laid out the town of York (now Toronto) in 1793." At the behest of Lieutenant-Governor John Graves Simcoe, much of York was divided into 41 lots, the boundary lines of which define our current streetscape.

Here's a cogent explanation of how it all worked, courtesy of Jane E. MacNamara on the site Simcoe's Gentry:

"They had narrow frontages (660 feet) on Lot Street (today's Queen Street), to allow all owners access to the town and harbour. The lots were ten times as deep (6,600 feet) as they were wide and extended north to today's Bloor Street. There were 32 Park Lots running from the Don River, west to about today's Lansdowne Avenue. From there, west to the Humber River, the land was divided into nine "Township" lots, following the pattern of the Park Lots, but double the width. They were 200 acres each, more or less, as the contours of Lake Ontario and the Humber River would allow. The Park Lots closest to the Town of York were the most desirable, and the status of the persons to whom they were granted reflected this."

Plan York Harbour Toronto

It's rather remarkable to think that Toronto developed from such lots, and yet there's obvious proof of it all over the place. But Queen Street is important for more than this reason, of course. A vibrant commercial strip throughout the 20th century and beyond, it's also the home to municipal landmarks like Old and New City Hall, one of Toronto's oldest and most majestic buildings in Osgoode Hall, and the site of profound change over the last couple decade or so.

That said, what's also fascinating about Queen Street is just how many of the street's buildings remain from the turn of the century. Many of them have been altered or added to in some way, but if you look closely enough, you'll see that they've been around for the long haul. Toward that end, this photo essay from Urban Toronto is a must-read.

For the purposes of this photo survey, I've included images taken between roughly Bay and Gladstone streets. If it didn't make for an awkward title, I could have referenced West Queen West to underscore that this overview takes us to places like the now-lost Trinity College and John Abell Factory. I've always thought the line between Queen West and West Queen West seemed a bit arbitrary, so I've dispensed with it altogether here. The Queen Street Subway (what we would today call the Dufferin Underpass), on the other hand, more obviously marks one's entrance into Parkdale.

For those interested in the more recent history of this stretch, we're blessed with the work of two local photographers who have documented the changing face of Queen West and West Queen West. To fill in the period post-1970, do check out the work of Patrick Cummins (who just released a book) and, of course, Kevin Steele, whose Portraits of Queen West is always delightful.

PHOTOS

20101112-Trinity-College.jpg

Trinity College, 1856 (sadly demolished in 1950)

2011125-Asylum_Right_Wing_Toronto.jpg

Provincial Lunatic Asylum (also demolished)

2012510-gladstone-sketch-1890s.jpg

The Gladstone Hotel, Ca. 1900s (via the Gladstone Hotel)

2012330-john-Abell.jpg

The John Abell Factory (now the condo filled Queen West Triangle)

2012510-queen-west-euclid-1900s.jpg

Queen & Euclid, 1900s

2012510-standard-theatre-1900s-482qw.jpg

Standard Theatre at 482 Queen West, 1900s

2012510-queen-manning-1900.jpg

Queen & Manning, 1900

20111026-Night-1910-Auditorium_Theatre_in_Toronto.jpg

Auditorium Theatre at 382 Queen West, 1910

2012510-queen-west-city-hall-1911.jpg

Looking west across Queen from the tower at Old City Hall, 1911

2012510-queen-spadina-1912.jpg

Queen & Spadina, 1912

201188-trinity-park-1914-f1231_it0005.jpg

Corner of Queen and Gore Vale, 1914

201147-qb-se-1916.jpg

Southeast corner Queen & Bay, 1916

2012510-queen-gladstone-east-1916.jpg

Looking east along Queen from Gladstone, 1916

2012510-queen-lisgar-nw-1919-f1231_it0587.jpg

Northwest corner Queen and Lisgar, 1919

2012510-299-queen-west.jpg

299 Queen West, 1919

2012510-queen-west-990-1919.jpg

990 Queen West, 1919

20100822-1923_Toronto_QueenSt_and_Bay_NW.jpg

Queen & Bay, 1923

201188-trinity-gates-1926-f1548_s0393_it20527-1.jpg

Gates to Trinity College in 1926

2012510-queen-bathurst-1928.jpg

Southeast corner of Queen & Bathurst in 1928 (now a CB2 furniture shop)

2012510-queen-simcoe-1931.jpg

Queen & Simcoe, 1931

2012510-queen-west-322-1940s

322 Queen West, 1940s

2012510-queen-markham-616-1940.jpg

Queen & Markham, 1940

2012510-queen-west-129-135-1941.jpg

129-135 Queen West, 1941

2012510-queen-west-485-1941.jpg

485 Queen West, 1941

2012510-gladstone-queen-1949.jpg

Gladstone north from Queen, 1949

2012510-queen-west-137-39-1953.jpg

137-39 Queen West, 1953

2012510-queen-west-141-47-1953.jpg

141-47 Queen West, 1953

2012510-queen-west-508-1958.jpg

508 Queen West, 1958

2012510-queen-ossington-1958.jpg

Queen & Ossington, 1958

2012510-queen-west-387-1959.jpg

387 Queen West, 1959

2012510-queen-west-630-1960.jpg

630 Queen West, 1960

201147-newcityhallconstruction1964.jpg

New City Hall under construction (Registry of Deeds and Land Titles Building going down), 1964

2011221-broadwaythreatrebayqueen.jpg

Broadway Theatre, Queen and Bay area late 1960s

201147-bay-theatre-1970s.jpg

Bay Theatre, late 1960s

2012510-gladstone-1970s-maybe.jpg

Gladstone & Queen, 1970s (?)

2011426-no-name-cab-1970s-queenwest-f0124_fl0002_id0124.jpg

Metro Cab on Queen West (west of Beverley)

2011114-90sQueen.jpg

1990s

Photos from the Toronto Archives (unless otherwise noted) / Second image from the Toronto Public Library


Latest Videos



Latest Videos


Join the conversation Load comments

Latest in City

Here are all the 2025 statutory holidays in Canada

Huge stretch of TTC subway spanning 11 stations closed for the next 2 weekends

Most people in Toronto now think that the city is moving in the wrong direction

11 million Canada Post parcels now undelivered ahead of Black Friday

Busy Toronto street kicks off major makeover set to wrap in 2025

Here's how much money you could save during Canada's GST holiday

Huge changes planned to 'transform' a major Toronto street

Canadians working in certain fields can expect a big pay bump in 2025