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Racing Fashion Weekly

United Kingdom · 10 outfits

What to wear to Chester Racecourse

Covers Boodles May Festival, Ladies Day.

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

Hospitality Areas / Chester MembersCounty Concourse, County Long Room and Tattersalls

where you are standing

Hospitality Areas / Chester Members

Women

The dress code

'Dress to impress': smart attire - smart dress or skirt, cocktail dresses, power suits, statement fascinators. Not permitted: jeans, trainers, shorts, tracksuits, T-shirts, sportswear, fancy dress, inappropriate clothing.

  1. Outfit 1

    Cocktail midi and fascinator

    Dresses
    Satin or crepe cocktail midi
    Headwear
    Statement fascinator
    Shoes
    High heels
    Bags
    Clutch
    Outerwear
    Cropped jacket

    Why it passes. Smart attire; none of the banned items.

    On the day. Tight city-centre course; mostly hard standing with lawns; May 8-16°C with showers.

    What regulars wear. 'Chester style' is high-glamour; Cheshire Oaks Designer Outlet is the style partner.

  2. Outfit 2

    Power suit

    Suiting
    Tailored trouser suit in a bright
    Shoes
    Pointed heels
    Jewellery
    Bold earrings

    Why it passes. 'Sleek power suits' named.

    On the day. Tight city-centre course; mostly hard standing with lawns; May 8-16°C with showers.

    What regulars wear. Best Dressed judges in 2026 wanted a look 'purposefully put together' with shoes, bag and hat matching.

  3. Outfit 3

    Statement-sleeve dress

    Dresses
    Midi with statement sleeves in silk
    Headwear
    Fedora or hat
    Shoes
    Block heel

    Why it passes. Smart attire.

    On the day. Tight city-centre course; mostly hard standing with lawns; May 8-16°C with showers.

    What regulars wear. 'Silk, sparkles or statement sleeves' - Ladies Day page.

Common mistakes

  • Smart trainers (allowed in County Concourse and Tattersalls, not here)
  • Jeans

Men

The dress code

A well-tailored suit or blazer jacket, a collared shirt and a tie, with smart trousers. Not permitted: jeans, trainers, shorts, tracksuits, T-shirts, sportswear, fancy dress.

  1. Outfit 1

    Tailored three-piece

    Suiting
    Fitted three-piece suit
    Accessories
    Collared shirt, tie
    Shoes
    Polished Oxfords

    Why it passes. Jacket, collar, tie.

    On the day. Tight city-centre course; mostly hard standing with lawns; May 8-16°C with showers.

    What regulars wear. 'Suited and booted in a suave three-piece'.

  2. Outfit 2

    Blazer and tailored trousers

    Suiting
    Tailored blazer, smart trousers
    Accessories
    Collared shirt, tie
    Shoes
    Loafers

    Why it passes. A tailored blazer is accepted in place of a full suit.

    On the day. Tight city-centre course; mostly hard standing with lawns; May 8-16°C with showers.

    What regulars wear. Shop for him at BOSS, Paul Smith and Moss at Cheshire Oaks, per the course.

Common mistakes

  • No tie (required here; not required in County Long Room)
  • Trainers
  • Jeans

where you are standing

County Concourse, County Long Room and Tattersalls

Women

The dress code

Smart attire in all three. County Concourse: no jeans, shorts, T-shirts, sportswear; smart non-branded trainers allowed. County Long Room, Winning Post and The Garden: no jeans or trainers. Tattersalls: smart-casual; smart un-ripped jeans and smart non-branded trainers allowed; no shorts.

  1. Outfit 1

    Flowing floral dress

    Dresses
    Floral flowing midi
    Headwear
    Fascinator
    Shoes
    Block heel
    Accessories
    Sunglasses

    Why it passes. Smart attire for every one of these enclosures.

    On the day. Tight city-centre course; mostly hard standing with lawns; May 8-16°C with showers.

    What regulars wear. 'A floral flowing dress matched with a pair of sunnies' is the course's own picture.

  2. Outfit 2

    Chic co-ord

    Dresses
    Matching top and wide trousers
    Shoes
    Heeled sandal (smart non-branded trainers only in Concourse or Tattersalls)

    Why it passes. Co-ords are named; footwear varies by enclosure.

    On the day. Tight city-centre course; mostly hard standing with lawns; May 8-16°C with showers.

    What regulars wear. Check which ticket you hold before choosing trainers.

  3. Outfit 3

    Tattersalls smart jeans

    Suiting
    Dark un-ripped jeans, blazer
    Suiting
    Silk blouse
    Shoes
    Smart non-branded trainers

    Why it passes. Jeans are allowed in Tattersalls only.

    On the day. Tight city-centre course; mostly hard standing with lawns; May 8-16°C with showers.

    What regulars wear. Not valid in County areas.

Common mistakes

  • Jeans in County Concourse or County Long Room
  • Trainers in the County Long Room
  • Shorts anywhere but the Roodee

Men

The dress code

County Concourse and County Long Room/Winning Post/The Garden: collared shirt and suit jacket or blazer with smart trousers or chinos; no tie required; no polo shirts or jeans; trainers (smart, non-branded) allowed in the Concourse only. Tattersalls: collared shirt (polo allowed) with smart trousers, chinos or un-ripped jeans; no shorts.

  1. Outfit 1

    Jacket, no tie

    Suiting
    Blazer, chinos
    Accessories
    Collared shirt, open neck
    Shoes
    Loafers

    Why it passes. Meets both County codes.

    On the day. Tight city-centre course; mostly hard standing with lawns; May 8-16°C with showers.

    What regulars wear. No tie is needed in the County Long Room.

  2. Outfit 2

    Tattersalls polo and chinos

    Accessories
    Polo shirt
    Suiting
    Smart chinos
    Shoes
    Smart non-branded trainers

    Why it passes. Polo allowed in Tattersalls only.

    On the day. Tight city-centre course; mostly hard standing with lawns; May 8-16°C with showers.

    What regulars wear. 'A polo shirt paired with smart chinos' - course wording.

Common mistakes

  • Polo shirt in County areas
  • Shorts
  • Branded sports trainers

Race days this covers

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

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