Shop Race Day Outfits

Dresses, tailoring and occasion tops for Cup Week and everything else the spring calendar fills up with. Midi lengths that behave outdoors, fabrics with enough weight to sit where you put them, and a layer you can plan for rather than grab at four o'clock.

Chosen so that nothing here goes back in the wardrobe until next November — most of it comes out again for a summer wedding, a work function or a long lunch in January.

New to it? Read our guide to what to wear to the races.

Race Day Outfits
Race Day Outfits
45 products
Amy Off Shoulder Midi Dress
Max
Amy Off Shoulder Midi Dress
$189.99
Nina Bias Cut Dress
Max
Nina Bias Cut Dress
$189.99
Phoebe Poplin Midi Dress
Max
Phoebe Poplin Midi Dress
$189.99
Isla Panelled Detail Midi Dress
Max
Isla Panelled Detail Midi Dress
$179.99
Ruby Gathered Hem Top
Max
Ruby Gathered Hem Top
$149.99
Petra Puff Sleeve Midi Dress
Max
Petra Puff Sleeve Midi Dress
$219.99
Off The Shoulder Midi Dress
Max
Off The Shoulder Midi Dress
$199.99
Off The Shoulder Midi Dress
Max
Off The Shoulder Midi Dress
$199.99
Kira Back Detail Dress
Max
Kira Back Detail Dress
$189.99
Kayleigh Ruffle Detail Midi Dress
Max
Kayleigh Ruffle Detail Midi Dress
$189.99
Isla Panelled Detail Midi Dress
Max
Isla Panelled Detail Midi Dress
$179.99
Elementary Shirred Detail Dress
Elementary
Elementary Shirred Detail Dress
$199.99
Sarah Shirred Bodice Dress
Max
Sarah Shirred Bodice Dress
$219.99
Elementary Gathered Bodice Dress
Elementary
Elementary Gathered Bodice Dress
$189.99
Nina Bias Cut Dress
Max
Nina Bias Cut Dress
$179.99
Eliza Midi Dress
Max
Eliza Midi Dress
$269.99 $259.99
The Relaxed Blazer
Max
The Relaxed Blazer
$249.99
The Lace Trim Slip Skirt
Max
The Lace Trim Slip Skirt
$119.99
The Lace Trim Slip Skirt
Max
The Lace Trim Slip Skirt
$80 $119.99
Kira Back Detail Dress
Max
Kira Back Detail Dress
$189.99
Aria Gathered Waist Midi Dress
Max
Aria Gathered Waist Midi Dress
$189.99
Talia Shirred Detail Midi Dress
Max
Talia Shirred Detail Midi Dress
$140 $199.99
Elementary Tiered Dress
Elementary
Elementary Tiered Dress
$100 $199.99
Elementary Shirred Bodice Dress
Elementary
Elementary Shirred Bodice Dress
$140 $229.99
Dakota Slip Skirt
Max
Dakota Slip Skirt
$149.99
Lottie Drop Shoulder Satin Top
Max
Lottie Drop Shoulder Satin Top
$139.99
Meadow Sweetheart Dress
Max
Meadow Sweetheart Dress
$189.99
Lauren One Shoulder Top
Max
Lauren One Shoulder Top
$139.99
Lauren One Shoulder Top
Max
Lauren One Shoulder Top
$139.99
Delilah Lace Detail Dress
Max
Delilah Lace Detail Dress
$140 $199.99
Indiana Lace Long Sleeve Tee
Max
Indiana Lace Long Sleeve Tee
$99.99
Kennedy Asymmetric Lace Detail Cami
Max
Kennedy Asymmetric Lace Detail Cami
$129.99
The Pleat Front Pants
Max
The Pleat Front Pants
$159.99
Emma Strappy Dress
Max
Emma Strappy Dress
$179.99
Nina Bias Cut Dress
Max
Nina Bias Cut Dress
$179.99
The Perfect Slip Skirt
Max
The Perfect Slip Skirt
$119.99
The Perfect Slip Skirt
Max
The Perfect Slip Skirt
$119.99
The Perfect Slip Skirt
Max
The Perfect Slip Skirt
$119.99
The Easy Care Belted Pants
Max
The Easy Care Belted Pants
$99.99
The Easy Care Belted Pants
Max
The Easy Care Belted Pants
$99.99
The All Occasion Blazer
Max
The All Occasion Blazer
$249.99
The Wide Leg Pants
Max
The Wide Leg Pants
$149.99
Eden Barrel Leg Pants
Max
Eden Barrel Leg Pants
$149.99
The Maxi Slip Skirt
Max
The Maxi Slip Skirt
$139.99