The most fashionable event of the spring returns to Toronto for its second year in 2019. On Saturday, May 25th, Woodbine Racetrack will play host to 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