Greenwood Raceway/Old Woodbine Racetrack – 119 Years of Horse Racing

1957 - Horses breaking from starting gate with a crowd watching at Greenwood Raceway
1957 – Horses breaking from starting gate with a crowd watching at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03512)

Greenwood Raceway/old Woodbine Racetrack was once located in The Beaches neighbourhood of Toronto. The vast property was bordered by Woodbine Ave to the east, Lake Shore Blvd E to the south, Coxwell Ave to the west, with Eastern Ave and Queen St E to the north.

Woodbine Riding and Driving Park

In the mid-1870s, William Howell and Joseph Pardee purchased 60+ acres of countryside land overlooking Lake Ontario from Joseph Duggan. The two men hired architect David Roberts Jr to design a grandstand and nearby roadhouse for their trotting and running track.

In October 1875, the Woodbine Riding and Driving Park opened. The first meet took place over six days and featured trotting, racing and steeplechases. A local newspaper reported that the new track had soil composed of clay and sand. There was a large attendance for the inaugural event, including many ladies. People lined the track and filled the grandstand.

Within just a few years, public disfavour and financial issues caused Mr Powell and Mr Pardee to return the property back to Mr Duggan.

Ontario Jockey Club

Joseph “The Deacon” Duggan, a retired innkeeper and grocer, owned an estate across from the racetrack where he established a stud of thoroughbred horses.

In 1881, Mr Duggan and other horse enthusiasts started the Ontario Jockey Club to encourage thoroughbred racing and breeding. The club leased the Woodbine property from Mr Duggan until he passed away in 1904, at which point the OJC purchased the track outright.

Between 1908 and 1912 - Streetcars waiting to start for the old Woodbine Racetrack
Between 1908 and 1912 – Streetcars waiting to start for the old Woodbine Racetrack (City of Toronto Archives, Fonds 1244, Item 122)

Over the Years

In the early 1900s, along with filling the grounds and grandstand, fans would arrive at old Woodbine by trolley, which would then surround the race track. People could watch the races without leaving their seats on the trolley.

Old Woodbine also hosted other events like bicycle racing, greyhound racing, polo matches, horse auctions, the Miss Toronto Beauty Pageant and even a wild west show.

In 1913, a new double-deck 8,500-seat grandstand was constructed at the cost of $160,000. In 1928, a second one was added because of the increased crowds.

What was once considered the eastern edge of Toronto, the racetrack gradually began being surrounded by the city. It was only 5.5 km or 3.4 miles from the busy downtown core. The racetrack property, which initially had a southern boundary of Lake Ontario, was later filled in and became the backstretch, extending the property’s size.

Between 1970 and 1989 - An aerial view of Greenwood Raceway and Ashbridges Bay, looking south
Between 1970 and 1989 – An aerial view of Greenwood Raceway and Ashbridges Bay, looking south (City of Toronto Archives, Series 1465, File 384, Item 22)

Old Woodbine Becomes Greenwood

When present-day Woodbine in Etobicoke opened in 1956, Woodbine Racetrack on Queen St E was renamed “old” Woodbine. Architect Earle C Morgan had recently designed the new Woodbine Racetrack. So in 1957, the Ontario Jockey Club commissioned him once again to design a new grandstand, clubhouse and stables for Old Woodbine.

By the early 1960s, still more seating was needed, and a new section of stand was added at the east end bringing the seating capacity to more than 10,000.

In 1963, the Old Woodbine Racetrack was renamed, Greenwood. Total accommodation was listed at 30,000; there were 6,500 parking spaces and over 1,050 horse stalls. It held both harness racing, and Thoroughbred racing meets.

During its last decades, Greenwood was such a popular place that it created major traffic jams and parking issues for the area’s residents.

The End of an Era

The Ontario Jockey Club, a not-for-profit corporation, needed to reduce their overhead and debt load. Taxes on the prime piece of Toronto real estate was $2.8 million, so in 1993, the Ontario Jockey Club streamlined their operations and closed Greenwood. The site had been home to horseracing for 119 years.

In 1994, a developer purchased the 79-acre Greenwood Raceway/old Woodbine Racetrack property from the Ontario Jockey Club for $35 million. The following year, buildings on the site, including the grandstands, paddocks, etc., were demolished.

The Area Today

The west portion of the former racetrack’s property today is Woodbine Park. It features wetlands, gardens, naturalized meadows and an amphitheatre. The eastern part of the site is residential housing.

Along Queen St E, between Woodbine Ave to just west of Eastern Ave is shopping, Champions Teletheatre Greenwood (OTB) and a cinema.

2022 - To honour the site's historical past, streets in the area, once home to Greenwood Raceway/old Woodbine Racetrack, have been named Sarah Ashbridge Ave, Winners Circle, Joseph Duggan Rd and Northern Dancer Blvd
2022 – To honour the site’s historical past, streets in the area, once home to Greenwood Raceway/old Woodbine Racetrack, have been named Sarah Ashbridge Ave, Winners Circle, Joseph Duggan Rd and Northern Dancer Blvd

Street Names

The streets in the residential area of the former racetrack are named to honour the site’s past. They include Northern Dancer Blvd, Canada’s famous thoroughbred that won the 1964 one and a quarter-mile distance of the Kentucky Derby in precisely 2 minutes.

The other streets are Winners Circle, Sarah Ashbridge Ave and Joseph Duggan Rd.

1926 - The King's Plate trophy. In 1952, the race reverted to the Queen’s Plate in honour of Elizabeth II
1926 – The King’s Plate trophy. In 1952, the race reverted to the Queen’s Plate in honour of Elizabeth II (City of Toronto Archives, Fonds 1266, Item 7818)

The Queen’s Plate

A stakes race and originally for all horses bred in Upper Canada, the first Queen’s Plate ran in 1860 at Carlton Racetrack, once located at High Park Ave and Humberside Ave. It was called the Queen’s Plate because it received a royal blessing from Queen Victoria. It was valued at 50 guineas.

Over the next couple of decades, the race was hosted at various southern and southwestern Ontario tracks until it found a permanent home at the old Woodbine Racetrack in 1883.

In 1902, when Edward VII became reigning monarch, the race was renamed the King’s Plate. In 1939, King George VI was the first reigning monarch to attend the race at old Woodbine. In 1952, the race reverted to the Queen’s Plate in honour of Elizabeth II.

Today, the $1 million Queen’s Plate takes place at Woodbine Racetrack in Etobicoke. Three-year-old thoroughbreds run a distance of one mile and one quarter. It’s one of Canada’s most prestigious horse racing events.

Before the Racetrack

Sarah Ashbridge, a widow from Pennsylvania and her children, immigrated to York in 1793. One year later, John Graves Simcoe granted the family Lots 7, 8 and 9 (about 600 acres). It was located east of the Don River, between Ashbridge’s Bay and present-day Danforth Ave. In the 1850s, Sarah Ashbridge’s grandson, Jesse, built the historic Ashbridge Estate, located at 1444 Queen St E (once known as Lot 9). A portion of the old Woodbine/Greenwood was situated on land once owned by the Ashbridge family.

Joseph Duggan later acquired a portion of the Ashbridge property along with additional acreage extending to Woodbine Ave.

1960 - The stables at Greenwood Raceway. Goats are thought to have a soothing effect on thoroughbred horses
1960 – The stables at old Woodbine Racetrack. Goats are thought to have a soothing effect on thoroughbred horses (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03664)

Horse Racing Expressions

A few expressions we use in our everyday language come from horse racing. Those phrases include:

  • “Hands down” means an easy victory: In a race, when a horse was far ahead of others in an easy win, the jockey would loosen their grip on the reins and drop their hands as they approached the finish line.
  • “Homestretch” means close to being done a job or task: It’s the straight part of the racetrack, after the last turn to the finish line.
  • “Champing at the bit” or “Chomping at the bit” means being eager and not wanting to wait: When a horse is excited, they chew at the bit in their mouth that is used to direct them.
  • “Down to the wire” or “Under the wire” means a tense, last-minute: At one time, a wire was strung across the finish line so that if two horses were close to each other towards the end of the race, a winner could be determined.
  • “Get someone’s goat” means to annoy or irritate someone: A goat was placed in the stall with a thoroughbred the night before a race. It was thought to have a soothing effect on the horse; however, opponents would sometimes steal the goat in an attempt to upset the horse and cause it to lose.

Did You Know?

  • William Howell, the first operator of the Woodbine Riding and Driving Park, also operated a bar at 88 Yonge St called the Woodbine Saloon.
  • Old Woodbine was said to be “North America’s only streetcar racetrack.”
  • The world’s first radio broadcast of a horse race aired from old Woodbine in 1925. The announcers were William Hewitt and his son Foster Hewitt, who became one of the most recognizable voices in Canadian sports history.
  • In 1975, Greenwood/old Woodbine celebrated its 100th anniversary, and many fans came dressed as they would have back when the track first opened. During the festivities, a plaque was unveilled declaring the racetrack a historical landmark.
  • The Queen’s Plate is actually a gold cup and about one foot high.
  • The height of a horse is measured in “hands,” which is a measuring unit of 10 cm or 4 in. A horse is measured from the ground to the highest point of the withers (the top of the shoulder where the neck meets the body).
  • Where Dufferin Mall stands today (on Dufferin St on the west side, just south of Bloor St W) was once the site of Dufferin Park Racetrack.

Greenwood Raceway/Old Woodbine Racetrack Photos

1957 - Horses breaking from starting gate with a crowd watching at Greenwood Raceway
1957 – Horses breaking from starting gate with a crowd watching at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03512)
1926 - Crowds at the grounds and grandstand of the old Woodbine Racetrack, looking northeast. Notice Kew Beach Fire Hall in the background
1926 – Crowds at the grounds and grandstand of the old Woodbine Racetrack, looking northeast. Notice Kew Beach Fire Hall in the background (City of Toronto Archives, Fonds 1244, Item 8189)
1956 - Jockey weigh-in at Greenwood Raceway
1956 – Jockey weigh-in at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC02480)
1930 - A crowd at the rail of the old Woodbine Racetrack during the King's Plate
1930 – A crowd at the rail of the old Woodbine Racetrack during the King’s Plate (City of Toronto Archives, Fonds 1266, Item 20269)
1958 - Watching a harness racing horse and driver at Greenwood Raceway
1958 – Watching a harness racing horse and driver at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03597)
1956 - A crowd watching horses in the paddock at Greenwood Raceway
1956 – A crowd watching horses in the paddock at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC02476)
1911 - Ontario Jockey Club betting enclosure at old Woodbine Racetrack
1911 – Ontario Jockey Club betting enclosure at old Woodbine Racetrack (City of Toronto Archives, Fonds 1244, Item 210)
1955 - A woman with a racing form under a sign reading "photo finish under grandstand" at old Woodbine Racetrack
1955 – A woman with a racing form under a sign reading “photo finish under grandstand” at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC02461)
1961 - In the clubhouse overlooking the racetrack at Greenwood Raceway
1961 – In the clubhouse overlooking the racetrack at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03846)
1960 - The stables at Greenwood Raceway
1960 – The stables at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03657)
1960 - A horse and jockey running on the track at Greenwood Raceway
1960 – A horse and jockey running on the track at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03662)
1929 - A horse race at old Woodbine Racetrack
1929 – A horse race at old Woodbine Racetrack (City of Toronto Archives, Fonds 1266, Item 16591)
1957 - A jockey on Flying Atom at Greenwood Raceway/old Woodbine Racetrack. New Woodbine in Etobicoke opened the year prior
1957 – A jockey on Flying Atom at Greenwood Raceway/old Woodbine Racetrack. New Woodbine in Etobicoke opened the year prior (City of Toronto Archives, Fonds 1257, Series 1057, Item 4808)
1929 - Horses leaving the paddock at old Woodbine Racetrack
1929 – Horses leaving the paddock at old Woodbine Racetrack (City of Toronto Archives, Fonds 1266, Item 16608)
2022 - To honour the site's historical past, streets in the area, once home to Greenwood Raceway/old Woodbine Racetrack, have been named Sarah Ashbridge Ave, Winners Circle, Joseph Duggan Rd and Northern Dancer Blvd
2022 – To honour the site’s historical past, streets in the area, once home to Greenwood Raceway/old Woodbine Racetrack, have been named Sarah Ashbridge Ave, Winners Circle, Joseph Duggan Rd and Northern Dancer Blvd
1960 - The stables at Greenwood Raceway. Goats are thought to have a soothing effect on thoroughbred horses
1960 – The stables at old Woodbine Racetrack. Goats are thought to have a soothing effect on thoroughbred horses (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03664)
1911 - Well-dressed at old Woodbine Racetrack
1911 – Well-dressed at old Woodbine Racetrack (City of Toronto Archives, Fonds 1244, Item 391)
1876 - The Race for the Queen's Plate at Woodbine Park Race Course from a sketch by William Cruickshank
1876 – The Race for the Queen’s Plate at Woodbine Park Race Course from a sketch by William Cruickshank (Library and Archives Canada/Canadian Illustrated News 2054)
1923 - The judge stand and crowded grandstand at old Woodbine Racetrack
1923 – The judge stand and crowded grandstand at old Woodbine Racetrack (City of Toronto Archives, Fonds 1266, Item 1465)
Between 1908 and 1912 - Streetcars waiting to start for the old Woodbine Racetrack
Between 1908 and 1912 – Streetcars waiting to start for the old Woodbine Racetrack (City of Toronto Archives, Fonds 1244, Item 122)
1911 - A panoramic view of the trolleys around the old Woodbine Racetrack. Fans could watch right from their trolley seats. The racetrack overlooked Lake Ontario
1911 – A panoramic view of the trolleys around the old Woodbine Racetrack. Fans could watch right from their trolley seats. The racetrack overlooked Lake Ontario (City of Toronto Archives, Series 381, File 310, ID 12221-2 & 3)
1958 - Watching harness racing horses and drivers at Greenwood Raceway
1958 – Watching harness racing horses and drivers at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03594)
1980s - An aerial view of Greenwood Raceway, looking west towards downtown Toronto
1980s – An aerial view of Greenwood Raceway, looking west towards downtown Toronto (City of Toronto Archives, Series 1465, File 384, Item 23)
2022 - Outlined is the footprint of the former Greenwood Raceway/old Woodbine Racetrack, looking west towards downtown Toronto
2022 – Outlined is the footprint of the former Greenwood Raceway/old Woodbine Racetrack, looking west towards downtown Toronto (Google Maps)
1928 - Fans standing on the benches at old Woodbine Racetrack
1928 – Fans standing on the benches at old Woodbine Racetrack (City of Toronto Archives, Fonds 1266, Item 15058)
1940 - New starting gates at old Woodbine Racetrack
1940 – New starting gates at old Woodbine Racetrack (Toronto Public Library TSPA_0096009F)
1939 - Queen Elizabeth and King George VI at old Woodbine Racetrack for the running of the King's Plate
1939 – Queen Elizabeth and King George VI at old Woodbine Racetrack for the running of the King’s Plate (Library and Archives Canada c030547)
1939 - Queen Elizabeth and King George VI at old Woodbine Racetrack during the Royal Tour of Canada
1939 – Queen Elizabeth and King George VI at old Woodbine Racetrack during the Royal Tour of Canada (Toronto Public Library TSPA_0122498F)
1926 - The King's Plate trophy. In 1952, the race reverted to the Queen’s Plate in honour of Elizabeth II
1926 – The King’s Plate trophy. In 1952, the race reverted to the Queen’s Plate in honour of Elizabeth II (City of Toronto Archives, Fonds 1266, Item 7818)
1928 - Steeplechase jump at old Woodbine Racetrack with the judge stand and grandstand in the background
1928 – Steeplechase jump at old Woodbine Racetrack with the judge stand and grandstand in the background (City of Toronto Archives, Fonds 1266, Item 14988)
1930 - Finish of a steeplechase at old Woodbine Racetrack. Notice the riderless horse coming in second
1930 – Finish of a steeplechase at old Woodbine Racetrack. Notice the riderless horse coming in second (City of Toronto Archives, Fonds 1266, Item 20255)
1930 - The Globe and CFRB radio group at old Woodbine Racetrack
1930 – The Globe and CFRB radio group at old Woodbine Racetrack (City of Toronto Archives, Fonds 1266, Item 20265)
1926 - Looking northeast towards a polo match at the old Woodbine Racetrack. Toronto Fire Station 227/Kew Beach Fire Hall is in the distance
1926 – Looking northeast towards a polo match at the old Woodbine Racetrack. Toronto Fire Station 227/Kew Beach Fire Hall is in the distance (City of Toronto Archives, Fonds 1244, Item 1325)
1960 - A fashion show at Greenwood Raceway
1960 – A fashion show at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03690)
1960 - The stables at Greenwood Raceway
1960 – The stables at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03655)
Between 1970 and 1989 - An aerial view of Greenwood Raceway, Woodbine Beach, Ashbridges Bay and Main Sewage Treatment Plant, looking southwest
Between 1970 and 1989 – An aerial view of Greenwood Raceway, Woodbine Beach, Ashbridges Bay and Main Sewage Treatment Plant, looking southwest (City of Toronto Archives, Series 1465, File 384, Item 21)
1924 - Fashion at the old Woodbine Racetrack
1924 – Fashion at the old Woodbine Racetrack (City of Toronto Archives, Fonds 1244, Item 360)
1930 - Mr & Mrs McKee dressed for the occasion at old Woodbine Racetrack
1930 – Mr & Mrs McKee dressed for the occasion at old Woodbine Racetrack (City of Toronto Archives, Fonds 1266, Item 22019)
1925 - Filming a general racing scene near the judge stand at old Woodbine Racetrack
1925 – Filming a general racing scene near the judge stand at old Woodbine Racetrack (City of Toronto Archives, Fonds 1266, Item 6415)
1928 - Horses parading in front of a crowd at old Woodbine Racetrack
1928 – Horses parading in front of a crowd at old Woodbine Racetrack (City of Toronto Archives, Fonds 1266, Item 14984)
1930 - Stables at the old Woodbine Racetrack
1930 – Stables at the old Woodbine Racetrack (City of Toronto Archives, Fonds 1266, Item 20164)
1956 - Two jockeys playing cards in the dressing room at Greenwood Raceway
1956 – Two jockeys playing cards in the dressing room at old Woodbine Racetrack (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC02475)
Between 1910 and 1913 - Enjoying the day in fashion at the old Woodbine Racetrack
Between 1910 and 1913 – Enjoying the day in fashion at the old Woodbine Racetrack (City of Toronto Archives, Fonds 1244, Item 572)
1948 - The finalists in the Miss Toronto Beauty Contest held at old Woodbine Racetrack. Florence Ferriman, contestant 19, won the crown
1948 – The finalists in the Miss Toronto Beauty Contest held at old Woodbine Racetrack. Florence Ferriman, contestant 19, won the crown (City of Toronto Archives, Fonds 1257, Series 1057, Item 1613)
1924 - Crowds at old Woodbine Racerack, later known as Greenwood Raceway, once located on the south side of Queen St E, between Coxwell Ave and Woodbine Ave
1924 – Crowds at old Woodbine Racerack, later known as Greenwood Raceway, once located on the south side of Queen St E, between Coxwell Ave and Woodbine Ave (Toronto Public Library R-3570)
1924 - Maternal Pride winning the King's Plate at old Woodbine Racetrack
1924 – Maternal Pride winning the King’s Plate at old Woodbine Racetrack (City of Toronto Archives, Fonds 1244, Item 1346)
1924 - King's Plate winner, Maternal Pride and Jockey G Walls at old Woodbine Racetrack
1924 – King’s Plate winner, Maternal Pride and Jockey G Walls at old Woodbine Racetrack (City of Toronto Archives, Fonds 1266, Item 2650)
Between 1970 and 1989 - An aerial view of Main Sewage Treatment Plant, Ashbridges Bay and Greenwood Raceway, looking northeast
Between 1970 and 1989 – An aerial view of Main Sewage Treatment Plant, Ashbridges Bay and Greenwood Raceway, looking northeast (City of Toronto Archives, Series 1465, File 384, Item 16)
1953 - Looking northeast towards the track and grandstands of old Woodbine Racetrack
1953 – Looking northeast towards the track and grandstands of old Woodbine Racetrack (Toronto Public Library R-3573)
1953 - Looking northwest from Lake Shore Blvd E, just west of Woodbine Ave towards old Woodbine Racetrack
1953 – Looking northwest from Lake Shore Blvd E, just west of Woodbine Ave towards old Woodbine Racetrack (Toronto Public Library R-3576)
1953 - Looking west along Queen St E from east of Kingston Rd towards the back of old Woodbine Racetrack grandstands
1953 – Looking west along Queen St E from east of Kingston Rd towards the back of old Woodbine Racetrack grandstands (Toronto Public Library R-3575)
2021 - Looking southeast from Queen St E towards Northern Dancer Blvd. The property was once the site of Greenwood Raceway/old Woodbine Racetrack
2021 – Looking southeast from Queen St E towards Northern Dancer Blvd. The property was once the site of Greenwood Raceway/old Woodbine Racetrack
1960 - A horse and jockey running on the track at Greenwood Raceway during construction of a grandstand
1960 – A horse and jockey running on the track at old Woodbine Racetrack during construction of a grandstand (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03660)
1911 - Looking fashionable at old Woodbine Racetrack
1911 – Looking fashionable at old Woodbine Racetrack (City of Toronto Archives, Fonds 1244, Item 388)
1906 - Joseph E Seagram's Queen's and King's Plate Winners from 1891 to 1905 are pictured at old Woodbine Racetrack. Mr Seagram had a love for horse raising and bred thoroughbred race horses on his farm in Waterloo. He was also the founder of Seagram's, maker of Crown Royal
1906 – Joseph E Seagram‘s Queen’s and King’s Plate Winners from 1891 to 1905 are pictured at old Woodbine Racetrack. Mr Seagram had a love for horse raising and bred thoroughbred race horses on his farm in Waterloo. He was also the founder of Seagram’s, maker of Crown Royal (Toronto Public Library 977-45-3)
1925 - Horses rounding the track at old Woodbine during the Toronto Cup
1925 – Horses rounding the track at old Woodbine during the Toronto Cup (City of Toronto Archives, Fonds 1266, Item 6334)
1960 - The gate at Greenwood Raceway reads "no races tonight"
1960 – The gate at old Woodbine Racetrack reads “no races tonight” (York University Libraries, Clara Thomas Archives & Special Collections, Toronto Telegram fonds, ASC03803)
1907 - Looking east towards the crowds and grandstand at old Woodbine Racetrack, once located on Queen St E between Coxwell Ave and Woodbine Ave
1907 – Looking east towards the crowds and grandstand at old Woodbine Racetrack, once located on Queen St E between Coxwell Ave and Woodbine Ave (City of Toronto Archives, Fonds 1244, Item 263)
1906 - Looking southwest towards the old Woodbine Racetrack from Toronto Fire Station 227/Kew Beach Fire Hall tower
1906 – Looking southwest towards the old Woodbine Racetrack from Toronto Fire Station 227/Kew Beach Fire Hall tower (City of Toronto Archives, Fonds 200, Series 376, File 5, Item 35)
Between 1970 and 1989 - An aerial view of Greenwood Raceway and Ashbridges Bay, looking south
Between 1970 and 1989 – An aerial view of Greenwood Raceway and Ashbridges Bay, looking south (City of Toronto Archives, Series 1465, File 384, Item 22)
1953 - Looking southeast along Queen St E from Orchard Park Blvd towards old Woodbine Racetrack and the grandstands
1953 – Looking southeast along Queen St E from Orchard Park Blvd towards old Woodbine Racetrack and the grandstands (Toronto Public Library R-3572)
2022 - Looking east along Queen St E from Orchard Park Blvd. The south side of Queen St E was once the site of the Greenwood Raceway/old Woodbine Racetrack
2022 – Looking east along Queen St E from Orchard Park Blvd. The south side of Queen St E was once the site of the Greenwood Raceway/old Woodbine Racetrack
2022 - Champions OTB Greenwood is located on the site of the former Greenwood Raceway/old Woodbine Racetrack on Queen St E in The Beaches neighbourhood
2022 – Champions OTB Greenwood is located on the site of the former Greenwood Raceway/old Woodbine Racetrack on Queen St E in The Beaches neighbourhood
2022 - Looking southeast from Queen St E, just east of Coxwell Ave towards the site of the former Greenwood Raceway/old Woodbine Racetrack. The track was said to be "North America's only streetcar racetrack"
2022 – Looking southeast from Queen St E, just east of Coxwell Ave towards the site of the former Greenwood Raceway/old Woodbine Racetrack. The track was said to be “North America’s only streetcar racetrack”
1955 - Looking west along Queen St E from Rainsford Rd towards old Woodbine Racetrack
1955 – Looking west along Queen St E from Rainsford Rd towards old Woodbine Racetrack (Toronto Public Library R-3578)
2022 - Looking west along Queen St E from Rainsford Rd. The property on the left was once home to Greenwood Raceway/old Woodbine Racetrack
2022 – Looking west along Queen St E from Rainsford Rd. The property on the left was once home to Greenwood Raceway/old Woodbine Racetrack
1910 - Goads Map showing the location of the Woodbine Race Course, later known as Greenwood Raceway
1910 – Goads Map showing the location of the Woodbine Race Course, later known as Greenwood Raceway (Toronto Public Library)
1884 - Goads Map showing the location of the old Woodbine Racetrack/Greenwood Racetway. Notice that today's Queen St E was once named Kingston Rd
1884 – Goads Map showing the location of the old Woodbine Racetrack/Greenwood Raceway. Notice that today’s Queen St E was once named Kingston Rd (Toronto Public Library)
Between 1793 and 1834 - Town of York map showing the location of the Ashbridge Estate on lots 7, 8, & 9, the Jesse Ashbridge House and the future site of the old Woodbine Racetrack/Greenwood Raceway. Notice Queen St E was once known as Kingston Rd. Also, notice the scale of the map uses chains as the unit of measurement - a chain is equal to 66 ft
Between 1793 and 1834 – Town of York map showing the location of the Ashbridge Estate on lots 7, 8, & 9, the Jesse Ashbridge House and the future site of the old Woodbine Racetrack/Greenwood Raceway. Notice Queen St E was once known as Kingston Rd. Also, notice the scale of the map uses chains as the unit of measurement – a chain is equal to 66 ft (Toronto Public Library)
1964 - The Toronto City Directory showing the address of the Greenwood Raceway
1964 – The Toronto City Directory showing the address of the Greenwood Raceway (Toronto Public Library)
1962 - The Toronto City Directory showing the address of the Old Woodbine Park Racetrack
1962 – The Toronto City Directory showing the address of the Old Woodbine Racetrack (Toronto Public Library)
2022 - Carleton Race Course plaque located on the northeast corner of High Park Ave and Humberside Ave. It mentions the history of the Queen's Plate
2022 – Carleton Race Course plaque located on the northeast corner of High Park Ave and Humberside Ave. It mentions the history of the Queen’s Plate
SOURCE