The most fashionable event of the spring returned to Toronto for its second year in 2019. On Saturday, May 25th, Woodbine Racetrack hosted over two thousand dapper gentlemen & stylish ladies alike popping bottles of bubbly and enjoying games of chance at the Greenwood Stakes.

Date: Saturday, May 25, 2019.
Gates Open: 12:00PM - 5:00PM.
Post Time: 1:00PM.
Location: Woodbine Racetrack - Gate 9.
Transportation: Guests can drive to the Racetrack, grab our Greenwood Express Bus Tickets, or you can book a Lyft, it's only a 25 minute drive.
Food: À la carte pre-purchased menu items will be available.
Beverage: Cash bar, VISA, Mastercard, and AMEX also accepted.
Dress Code: Derby Attire.
Cost: Tickets starting at $75.



Bisha Hotel is the official hotel partner of the Greenwood Stakes. Guests attending the Stakes are eligible for certain perks when booking over the race-day weekend. Get your tickets and then check out their deals here.


  • Premium Whiskey Lounge

  • Old World Meets New World Style Photo Booth

  • Unique Luxury Vehicle Showcase

  • Pop Up Art Gallery Featuring Some of Toronto's Top Artists in Multiple Mediums

  • Style Stakes Best Dressed Competition

  • Adrenaline-pumping Thoroughbred Horse Racing

  • Delectable Food Offerings by Woodbine's Culinary Team

  • A Great Combination of Throwback Live Jazz & Funk along with the City’s Finest DJs.

  • Our Cocktail Jockey Showcase Featuring 5 Of Toronto's Top Mixologists



Meet the exciting people who added sophistication, style and play to the Greenwood Stakes in 2019.



DJ's + Live Music

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Art Program

Chalk Art, Photography, and more!

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Mesmerizing Mixology and Craft Cocktails

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Style Stakes

Our panel of keen-eyed fashion experts will decide the Styles Stake's "Best Dressed" at the Greenwood Stakes