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Racing Fashion Weekly

Canada · 5 outfits

What to wear to Greenwood Stakes

Outfits built to the dress code as the racecourse states it, with the reason each one passes.

where you are standing

General admission

Women

The dress code

No binding dress code. The organiser's FAQ (read 13 Nov 2026) says: 'Greenwood Stakes is a day to dress your finest. Grab your chicest fascinator and best bow-tie.' The Style Stakes names one Best Dressed guest, who wins a $1,000 Gotstyle shopping spree. Rain or shine; 19+ only.

  1. Outfit 1

    Colour-block dress and bold fascinator

    Dresses
    Knee-length or midi dress in two saturated colours
    Headwear
    Oversized fascinator
    Shoes
    Block-heel sandals
    Bags
    Mini bag on a chain

    Why it passes. 'Dress your finest' and 'chicest fascinator' are the only asks; the organiser adds 'go classic, go bold, go runway'.

    On the day. Rain or shine on grass: block heels, and a compact umbrella in the bag.

  2. Outfit 2

    Matching set and boater

    Suiting
    Cropped jacket and midi skirt set in a pastel tweed-look cotton
    Headwear
    Straw boater
    Shoes
    Two-tone slingbacks
    Jewellery
    Gold hoops

    Why it passes. A polished set with a hat reads as 'finest' and photographs well for the Style Stakes portrait studios.

    On the day. Late June or July heat: keep the set unlined.

    What regulars wear. The Fitzroy rents sets and fascinators for one-off days like this.

  3. Outfit 3

    Printed maxi and headband

    Dresses
    Printed maxi dress with a defined waist
    Headwear
    Padded or jewelled headband
    Shoes
    Wedges
    Accessories
    Sunglasses

    Why it passes. No rule on length or headwear size; a dressed-up maxi with a headpiece fits the brief.

    On the day. Wedges for turf; hem above the ground in case of rain.

    What regulars wear. Italian hat house Cappelleria Bertacchi sold hats and fascinators on site in 2026.

Common mistakes

  • Turning up in day-off casual: the whole event is built on dressing up
  • Stilettos on grass
  • No rain plan (the event runs rain or shine)

Men

The dress code

No binding dress code. The organiser's FAQ (read 13 Nov 2026) says: 'Greenwood Stakes is a day to dress your finest. Grab your chicest fascinator and best bow-tie.' The Style Stakes names one Best Dressed guest, who wins a $1,000 Gotstyle shopping spree. Rain or shine; 19+ only.

  1. Outfit 1

    Pastel suit and bow tie

    Suiting
    Pastel linen-blend suit
    Accessories
    White shirt and patterned bow tie
    Shoes
    Suede loafers
    Headwear
    Panama hat

    Why it passes. 'Best bow-tie' is the organiser's own phrase.

    On the day. Linen blend for July heat; suede is at risk if it rains, so check the forecast.

  2. Outfit 2

    Separates with a hat

    Suiting
    Patterned blazer with plain tailored trousers
    Accessories
    Knit tie and pocket square
    Shoes
    Leather derbies
    Headwear
    Straw fedora

    Why it passes. Dressed-up separates meet 'dress your finest'; no jacket or tie rule exists.

    On the day. Leather derbies handle wet grass better than suede.

Common mistakes

  • Shorts and a polo
  • No tie or hat at an event that asks for a bow tie
  • Suede shoes on a wet day

Race days this covers

Dress codes change. Check the racecourse's own page before you go: greenwoodstakes.com

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