Davenport Road History Toronto

What Davenport Road used to look like in Toronto

Davenport Road might lack the stature of some of the other streets we've featured in our series of Toronto history, but even if it was never developed to the same degree as nearby St. Clair Avenue or Dupont Street, it remains a fascinating thoroughfare that's unlike any other street in the city. Winding across what the old Lake Iroquois shoreline, the road originated as a First Nations trails, which at one point stretched between the Humber and Don rivers. That's why it doesn't conform to the more grid-like design of most other streets in the city. The curves are what make it interesting, of course, and it remains a favourite route for cyclists who can take shelter in the bike lane (installed in 1994) and then ride up and down the various inclines to the north.

Many of the below photos demonstrate the city trying to manage the inclines to the north of Davenport, which were virtually un-passable after heavy rains or snow prior to being paved in and around the 1920s. To do this day, cars tend to struggle approaching Davenport from Bathurst and Dufferin in heavy know thanks to above average gradients. In the case of Bathurst street, the city actually used dynamite to lessen the incline, which posed significant problems given the amount of traffic on the street.

Also worthy of note is that Davenport was home to the second electrified streetcar line in Toronto. Though it might be hard to believe given its relatively northern position at the time (most development was concentrated further south), the Davenport Railway Company ran cars along the street starting in 1892. Around the same time, a series of tolls were installed along the street to fund improvements to street, one of which serves as heritage museum at Bathurst and Davenport.

In fact, Bathurst and Davenport is a rather important intersection to the city as a whole. Home to the TTC's Hillcrest Yards, the sprawling complex has been the nerve centre for the TTC since it opened in the early 1920s. Prior to that, the area to the southwest of the intersection was actually home to Hillcrest Racetrack, one of many to dot the city back in the day. Just to the north of the TTC facility is Wychwood Park, a private community that was once founded as an artists colony.

Fall is a particularly beautiful time to take in Davenport's many delights, as the north side of the street remains well treed. Stop and have a look around next time you pass by.

PHOTOS

2013913-dav-bath-above-1907.jpg

Above Davenport and Bathurst, 1907

2013913-dav-east-bath-1910.jpg

Davenport looking east from Bathurst, 1910

2013913-hillcrest-racetrack-1911.jpg

Hillcret Racetrack, Bathurst and Davenport 1911

2013913-ttc-hillcrest-1911.jpg

TTC Hillcrest Yards, 1911

2013913-dav-poplar-plains-1912.jpg

Davenport and Poplar Plains, 1912

2013913-walmer-north-1913-casa.jpg

Looking north on Walmer Road at Casa Loma, 1913

2013913-dufferin-north-dav-1913.jpg

Dufferin north of Davenport, 1913

2013913-bathurst-north-dav-1913.jpg

Davenport looking north up Bathurst, 1913

2013913-dav-west-bath-1914-mud.jpg

Davenport west at Bathurst, 1914

2013913-casa-loma-1914.jpg

Casa Loma, 1914

2013913-christie-dav-1915.jpg

Looking north up Christie from Davenport, 1915

2013913-lansdowne-dav-1916-mud.jpg

Lansdowne and Davenport, 1916

2013913-lansdowne-dav-1916.jpg

Alternate angle.

2013913-dav-walmer-1916.jpg

Davenport and Walmer, 1916

2013913-dav-bath-east-1916.jpg

Davenport and Bathurst looking east, 1916

2013913-dav-bartlett-1921.jpg

Davenport and Bartlett, 1921

2013913-gage-property-wychwood-1922.jpg

Gage property at Wychwood, 1922

2013913-dav-weston-1923.jpg

Davenport and (Old) Weston Rd, 1923

20139132-ttc-hillcrest-1923.jpg

TTC Hillcrest Yards, 1923

2013913-dav-symington-1923.jpg

Davenport and Symington, 1923

2013913-dav-east-salem-1923.jpg

Davenport and Salem, 1923

2013913-dav-east-gtr-crossing-1923.jpg

GTR Crossing near Davenport and Caledonia, 1923

2013913-dav-station-caledonia-1923.jpg

Davenport GTR Station at Caledonia Rd, 1923

2013913-small-house-dav-albany-ca-1925.jpg

Small house at Davenport and Albany, 1925

2013913-dav-oakwood-1927.jpg

Davenport and Oakwood, 1927

2013913-sw-corner-ave-dav-1930.jpg

Southwest corner of Avenue and Davenport, 1930

2013913-306-dav-1930.jpg

306 Davenport, 1930

2013913-191-193-dav-1930.jpg

191-193 Davenport, 1930

2013913-359-dav-1931.jpg

359 Davenport, 1931

2013913-dav-bedford-1933.jpg

Davenport and Bedford, 1933

2013913-dav-toward-duop-1938.jpg

Davenport towards Dupont, 1938

2013013-dav-dover-1947.jpg

Davenport and Dovercourt, 1947

2013913-bedford-dav-1947.jpg

Davenport and Bedford, 1947

2013913-sign-steer-1955.jpg

The Sign of the Steer restaurant at Davenport and Dupont, 1955

2013913-dav-west-howland-1956.jpg

Looking west on Davenport at Howland, 1956

2013913-dav-east-to-osler-1958.jpg

Davenport looking eat from Osler, 1958

2013913-church-west-collier-1959.jpg

Looking towards Davenport and Yonge, 1959

Photos from the Toronto Archives


Latest Videos



Latest Videos


Join the conversation Load comments

Latest in City

Doug Ford just got even tougher on Ontario bike lanes with new measures

Toronto's $27 billion Ontario Line just crossed its biggest construction milestone so far

Rare Canadian gold coin sells for over $1.5 million

Toronto ranked among the top 100 best cities in the world for 2025

A full list of all the items included in Canada's holiday GST cut

Liquid soap sold at stores across Canada recalled due to contamination

Canadians to get GST cut on groceries and new $250 rebate ahead of holidays

Snow is finally coming to southern Ontario and here's when it will hit