Woodbine Avenue is a north–south arterial road consisting of two sections in Toronto and York Region in Ontario, Canada.

[2] Woodbine in York Region is six lanes wide from Steeles Avenue to Highway 7, and four lanes wide from Highway 7 to north of Elgin Mills Road, passing through the Markham neighbourhoods of Buttonville, Cachet, and Cathedraltown, with a bypass around the preserved former rural community of Victoria Square.

(Jiggs) Howell (along with either Raymond Pardee or Dennis Pard[7]) operated a tavern at then 88 Yonge Street (west side of Yonge north of King Street near the Fairweather Building c. 1918) called "The Woodbine House" or "The Woodbine", which was re-used by Howell for his horse track.

[8] Originally, Woodbine Avenue's southern terminus was at the namesake Woodbine Beach on Ashbridge's Bay just south of Kew Beach Avenue which is two blocks south of Queen Street,[9] but was rechannelled to curve west into the eastern end of the then-new Lake Shore Boulevard in the 1950s.

Victoria Park Avenue, a major north–south arterial extending north from the City of Toronto, terminates shortly after the intersection with Steeles, with Woodbine absorbing most of this traffic.

In the early 2000s, new housing development necessitated the widening of Woodbine Avenue north of Major Mackenzie Drive to cope with increased traffic levels.

The opening of Woodbine subway station in 1966 changed transit patterns, as many residents now needed to get all the way north to Danforth.

Greenwood Race Track used to be located at the south end of Woodbine Avenue until it was demolished in 1994.

It was one of the biggest fires in Toronto's history, as 170 firefighters were required to bring the six-alarm blaze under control.