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High Stakes and High Fashion – The first-ever Greenwood Stakes announces festival programming

May 19, 2018

Top Toronto artists, musicians, DJ and mixologists join the roster including Jacqueline Poirier, Birds of Bellwoods, Conor Cutz and Evelyn Chick

– Saturday, May 26 –


TORONTO, May 19, 2018 – It’s off to the races!  Toronto’s newest society event at the races, Greenwood Stakes, has announced programming details for its inaugural festival to take place on May 26, 2018, at Woodbine Racetrack from 12 p.m. to 7 p.m.  The afternoon will include high stakes Thoroughbred horse races, style contests, lawn games, art installations, culinary fare as well as a cocktail showcase with Toronto’s top mixologists and more!

In celebration of the 10th
 anniversary of the Deighton Cup, dubbed by press and attendees as Vancouver’s biggest fashion and social affair of the summer, attracting more than 5,000 people every year, event producers Parade Agency and the Social Concierge are launching its sister event in Toronto, the Greenwood Stakes. Named in homage to the 19th century Greenwood Raceway that had its heyday in Toronto’s roaring 1920s, the event will bring out the see-and-be-seen crowd clad in bespoke seersucker suits, fascinators and Southern Belle-inspired finery, for a day of festivities at the track.

Tickets start at $75 and are available for purchase online at A portion of proceeds from all ticket sales will benefit motionball for the Special Olympics Canada Foundation.


Style Stakes Best Dressed Awards

Style Stakes Best Dressed Awards challenges attendees to step up their style game and push the fashion envelope for a chance at one of two $500 cash prizes and to become Greenwood Stakes Style Ambassadors in 2019. Ten finalists (five women and five men) will be selected by a panel of tastemakers including Melissa Austria (GotStyle), Kevin Gardiner (Indochino), Lowell Hall (Ireland & Hall PR), Elise Purdon (lifestyle influencer) and a few others we¹ll be announcing exclusively on social media in the coming weeks, who will then award the coveted Belle Du Jour and Gallant Sartorialist awards, respectively.

The style competition will also be put into the people’s hands with The People’s Choice Style Stakes award, a social media competition voted on by public in the week after the event.

Cocktail Jockey Showcase

One of Deighton Cup’s fan favourite elements is coming to Greenwood Stakes: the 
Cocktail Jockey Showcase.  Toronto’s top mixologists will shake up their own unique takes on the classic champagne cocktail, mint julep and other famous bourbon libations, to create the perfect summer refreshments inspired by recipes dating back to the early 1800s.

Led by Cocktail Director 
Evelyn Chick (bar manager of Pretty Ugly Bar), the Cocktail Jockey Showcase will feature cocktails crafted by Zak Doy (Figo), Casey Ryan (Civil Liberties), Sally Gillespie (Pretty Ugly) and Tyler Newsome (Bar Raval).

With something for everyone, the afternoon will feature a combination of live music from one of Toronto¹s most unique emerging bands, folk-rock quartet Birds of Bellwoods, and popular DJs Eric CarverSimon Jain and Conor Cutz, who between them will cover a variety of genres including Hip Hop, RnB, Dancehall, Classic and Deep House.


Proudly supporting local talent, the 
Greenwood Stakes Pop-Up Art Gallery will be curated by Meghan Kraft, a Toronto-based creative director, video producer and clothing designer. The pop-up gallery will feature works from emerging Toronto artists including:

The Races
Greenwood Stakes’ exciting race card includes the Grade 2 $175,000 Eclipse Stakes featuring some of the finest horses in the country. 
Originally known as the Eclipse Handicap, this 1 1/16-mile race was first contested at Greenwood Raceway in 1956 when Fleet Path scampered to victory. The race was moved to Woodbine Racetrack in 1967 where it has been held ever since.
Live racing will get underway at 1 p.m.
(Greenwood Stakes)
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