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Next up: Festival Stakes Day, Sat 28 Nov

Racing Fashion Weekly

Date to be announced · A Saturday in late June or July (11 Jul 2026; 21 Jun 2025)

Greenwood Stakes

Woodbine Racetrack, Toronto, Canada

major

A 19+ fashion-and-music race day built around dressing up; the organiser's FAQ says 'Greenwood Stakes is a day to dress your finest. Grab your chicest fascinator and best bow-tie.' The Style Stakes best-dressed contest is the centrepiece.

what to wear

The dress code

Dress standard
Smart
Millinery
encouraged
Season
Summer

Women

No binding dress code. Organiser's FAQ: 'a day to dress your finest. Grab your chicest fascinator and best bow-tie.' Read 13 Nov 2026.

Encouraged

  • Fascinator or hat
  • Your finest race-day outfit

Men

No binding dress code. Organiser's FAQ: 'a day to dress your finest. Grab your chicest fascinator and best bow-tie.' Read 13 Nov 2026.

Encouraged

  • Bow tie
  • Your finest race-day outfit

Outfits built to this dress code

What to wear to Greenwood Stakes

5 outfits for women and men, with the reason each one passes.

See the outfits

Styling notes

Organiser's line for 2026: 'Go classic, go bold, go runway — dressing to impress is the whole point.' Rain or shine, so plan shoes and a cover-up.

Weather

Late June to mid-July in Toronto is typically 16–27°C and humid; the event runs rain or shine.

History

In its 7th year in 2026 per Woodbine. Named for Toronto's former Greenwood Raceway. Same production family as Vancouver's The Cup (formerly the Deighton Cup): Woodbine says it 'started as a small, fashion forward gathering in Vancouver'.

where you are standing

Enclosure by enclosure

GA Festival Pass

Early bird GA from $35 in 2026.

Women

Dress your finest; no separate rule.

Men

Dress your finest; no separate rule.

VIP group packages, Champagne Suites and Homestretch Suites

VIP group packages $299 to $3,500+ in 2026; suites menu by Chef Patrick Kriss / Alo Group.

Women

No separate dress rule published.

Men

No separate dress rule published.

Fashions on the Field

  • Style Stakes 'Best Dressed' — one winner, $1,000 shopping spree from GOTSTYLE Men's & Women's Wear (2026); enter at the portrait studios around the venue

Check the official details before you go: greenwoodstakes.com ↗

for the day

Shop the look

HeadwearDressesShoesBagsJewellerySuitingOuterwearAccessories

save the date

Coming up

  • majorFri 13 Nov 2026

    Bahrain International Trophy

    Rashid Equestrian & Horseracing Club, Sakhir (Riffa)

    Bahrain's Group 1 night and the kingdom's main social race meeting. The Bahrain Turf Club publishes no dress code; national dress or smart, modest evening wear is the norm.

  • majorFri 13 Nov 2026

    Show Day Races (Addington)

    Addington Raceway, Christchurch

    The Friday public-holiday harness meeting of Cup Week: a dressed-up crowd, looser than Cup Day.

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