Vintage Bicycle Photographs from Toronto

I discovered a bunch of great vintage bicycle photographs on the Toronto archives that I wanted to share for this week’s Toronto history post.

The photos are dated from 1907 – 1960s. It is interesting to note the locations where bicycling events took place as well as the different types of bikes. I also enjoyed the photos of the bicycle corps.

Cyclists, Centre Island. - 1908 - Vintage Bicycle PhotographsCyclists, Centre Island. – 1908

Photo: Alfred J. Pearson - December 6, 1924 - Bay St, showing parking, on east side, Saturday, before noon, (from Temperance St, north) - Vintage Bicycle Photographs
Photo: Alfred J. Pearson – December 6, 1924 – Bay St, showing parking, on east side, Saturday, before noon, (from Temperance St, north)
Bicycle corps, University Avenue. - 1913 - Vintage Bicycle Photographs
Bicycle corps, University Avenue. – 1913

Bicycle race at Velodrome, Scarborough Beach Park. - [ca. 1926] - Vintage Bicycle Photographs
Bicycle race at Velodrome, Scarborough Beach Park. – [ca. 1926]
Bicycle race paced by motorcycles, CNE. - [ca. 1920] - Vintage Bicycle Photographs
Bicycle race paced by motorcycles, CNE. – [ca. 1920]

Bicycle racing, Grandstand, CNE - Vintage Bicycle Photographs
Bicycle racing, Grandstand, CNE – between 1920 and 1940
Bill and Joe James in a motorcyle with side car. - [1910?] - Vintage Bicycle Photographs
Bill and Joe James in a motorcyle with side car. – [1910?]
Bill James Jr. and his first Canadian bicycle. - 1907 - Vintage Bicycle Photographs
Bill James Jr. and his first Canadian bicycle. – 1907

Boys cycling across Lakeshore Road bridge at Mimico. - [1907?] - Vintage Bicycle Photographs
Boys cycling across Lakeshore Road bridge at Mimico. – [1907?]
Cycle corps. - [ca. 1915] - Vintage Bicycle Photographs
Cycle corps. – [ca. 1915]
Cycle corps at physical exercises, Humber Valley. - [ca. 1915] - Vintage Bicycle Photographs
Cycle corps at physical exercises, Humber Valley. – [ca. 1915]
Cycle corps. - [ca. 1915] - Vintage Bicycle Photographs
Cycle corps. – [ca. 1915]
Cycling beside Don River, between Don Mills Road and Leaside . - [ca. 1912] - Vintage Bicycle Photographs
Cycling beside Don River, between Don Mills Road and Leaside . – [ca. 1912]

Cycling in Rosedale Valley - Vintage Bicycle Photographs
Cycling in Rosedale Valley – between 1900 and 1920
Cyclists lined up for race, CNE - Vintage Bicycle Photographs
Cyclists lined up for race, CNE between 1920 and 1940
Double high wheel bicycle. - 1934 - Vintage Bicycle Photographs
Double high wheel bicycle. – 1934
Dufferin Street, Eglinton to Wilson. - 1955 - Vintage Bicycle Photographs
Dufferin Street, Eglinton to Wilson. – 1955
Dunlop Trophy bicycle race, CNE grounds. - [1924?] - Vintage Bicycle Photographs
Dunlop Trophy bicycle race, CNE grounds. – [1924?]
Female cyclist wheeling bicycle up muddy hill on St. Clair Avenue West. - 1907 - Vintage Bicycle Photographs
Female cyclist wheeling bicycle up muddy hill on St. Clair Avenue West. – 1907
Finish of bicycle race, CNE. - September 2, 1926. The winner of the one mile race was Bill Elder, right. - Vintage Bicycle Photographs
Finish of bicycle race, CNE. – September 2, 1926. The winner of the one mile race was Bill Elder, right.
Gold-plated racing bicycle presented to Peden, Canadian Sports Hall of Fame - Vintage Bicycle Photographs
Gold-plated racing bicycle presented to Peden, Canadian Sports Hall of Fame
High wheel bike. - 1930 - Vintage Bicycle Photographs
High wheel bicycle, a.k.a. Penny-farthing. – 1930
HMCS "Forest Hill" crew host WRENS stationed in Halifax from Forest Hill Village, and other parts of Toronto at a dinner on the ship : Coder James Cramer (1300 Lansdowne Ave.) shows WREN Ruth Arnsby (9 Montclair) one of the bicycles sent by the Village of Forest Hill to the ship 1940-45 - Vintage Bicycle Photographs
HMCS “Forest Hill” crew host WRENS stationed in Halifax from Forest Hill Village, and other parts of Toronto at a dinner on the ship : Coder James Cramer (1300 Lansdowne Ave.) shows WREN Ruth Arnsby (9 Montclair) one of the bicycles sent by the Village of Forest Hill to the ship 1940-45
Mary J. Gilmore and Ordinary Seaman Robert Denyer try out one of the bicycles - HMCS "Forest Hill" crew host WRENS stationed in Halifax from Forest Hill Village, and other parts of Toronto at a dinner on the ship : Coder James Cramer (1300 Lansdowne Ave.) shows WREN Ruth Arnsby (9 Montclair) one of the bicycles sent by the Village of Forest Hill to the ship 1940-45 - Vintage Bicycle Photographs
Mary J. Gilmore and Ordinary Seaman Robert Denyer try out one of the bicycles – HMCS “Forest Hill” crew host WRENS stationed in Halifax from Forest Hill Village, and other parts of Toronto at a dinner on the ship : Coder James Cramer (1300 Lansdowne Ave.) shows WREN Ruth Arnsby (9 Montclair) one of the bicycles sent by the Village of Forest Hill to the ship 1940-45 – old bicycle photos
Mt. Carmel Church, Reverend Stephen Anad blessing bicycle. - July 28, 1929 - Vintage Bicycle Photographs
Mt. Carmel Church, Reverend Stephen Anad blessing bicycle. – July 28, 1929

Norm James in Dunlop Trophy bicycle race. - [between 1925 and 1926] - Vintage Bicycle Photographs
Norm James in Dunlop Trophy bicycle race. – [between 1925 and 1926]
North Bathurst Street hill. - [ca. 1922] - Vintage Bicycle Photographs
North Bathurst Street hill. – [ca. 1922]

Peterson Productions filming advertisement for BIA Oil at gas station - Vintage Bicycle Photographs
Peterson Productions filming advertisement for BIA Oil at gas station – between 1950 and 1970
Sis, Aunt Alice, Dora, and Frank (on bicycle) James. - 1907 - Vintage Bicycle Photographs
Sis, Aunt Alice, Dora, and Frank (on bicycle) James. – 1907
Soldier with family. - [1914?]. A note says that the location is the city limits of Hamilton, where soldiers on a trek were met by their families. (However, the soldier shown has a bicycle.) - Vintage Bicycle Photographs
Soldier with family. – [1914?]. A note says that the location is the city limits of Hamilton, where soldiers on a trek were met by their families. (However, the soldier shown has a bicycle.)
Some of the James family. - 1907. A note says this may be 39 Huron Street, but the house isn't the same as in 3522. - Vintage Bicycle Photographs
Some of the James family. – 1907. A note says this may be 39 Huron Street, but the house isn’t the same as in 3522.
Start of bicycle race, CNE . - September 2, 1926. The winner of the one mile race was Bill Elder, third from left. - Vintage Bicycle Photographs
Start of bicycle race, CNE . – September 2, 1926. The winner of the one mile race was Bill Elder, third from left.

Start of first heat of schoolboys' bicycle race, CNE Grandstand. - [ca. 1926] - Vintage Bicycle Photographs
Start of first heat of schoolboys’ bicycle race, CNE Grandstand. – [ca. 1926]
Trick cyclists at CNE Grandstand. - [ca. 1920] - Vintage Bicycle Photographs
Trick cyclists at CNE Grandstand. – [ca. 1920]
See more vintage photographs on the Toronto Archives website.

About Joel Levy 2555 Articles
Editor-In-Chief at Toronto Guardian. Photographer and Writer for Toronto Guardian and Joel Levy Photography