Derby Day Styles 2022: What to Wear to the Kentucky Derby

138 products

Filter by

American Flag Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 425.00
Sale Price
$ 425.00
Regular Price
$ 425.00
Unit Price
per 
Jolly Roger Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 425.00
Sale Price
$ 425.00
Regular Price
$ 425.00
Unit Price
per 
Herringbone Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 425.00
Sale Price
$ 425.00
Regular Price
$ 425.00
Unit Price
per 
Uncle Sam Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 425.00
Sale Price
$ 425.00
Regular Price
$ 425.00
Unit Price
per 
Dancing Bears Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 425.00
Sale Price
$ 425.00
Regular Price
$ 425.00
Unit Price
per 
Navy Camo Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 425.00
Sale Price
$ 425.00
Regular Price
$ 425.00
Unit Price
per 
Spinnaker Blazer in Grey Lady Patch Madras by Castaway Clothing
Regular Price
$ 345.00
Sale Price
$ 345.00
Regular Price
$ 345.00
Unit Price
per 
Spinnaker Blazer in Osterville Patch Madras by Castaway Clothing
Regular Price
$ 345.00
Sale Price
$ 345.00
Regular Price
$ 345.00
Unit Price
per 
Spinnaker Blazer With Embroidered White Anchor in Blue Grotto by Castaway Clothing
Regular Price
$ 325.00
Sale Price
$ 325.00
Regular Price
$ 325.00
Unit Price
per 
Spinnaker Blazer With Embroidered White Anchor in Seagrass by Castaway Clothing
Regular Price
$ 325.00
Sale Price
$ 325.00
Regular Price
$ 325.00
Unit Price
per 
Navy & Red Surcingle Downing Bit Loafer in Espresso Suede by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Navy & Pink Surcingle Downing Bit Loafer in Saddle Leather by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Navy & Red Surcingle Downing Bit Loafer in Saddle Leather by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
American Flag Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Dancing Bears Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Navy Camo Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Light Blue Darcy Stripe Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Navy & Red Surcingle Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Fox Fields Dress in Shell Fan by Elizabeth McKay
Regular Price
$ 285.00
Sale Price
$ 285.00
Regular Price
Unit Price
per 
Easter Pastel Blazer by Country Club Prep
Regular Price
$ 269.99
Sale Price
$ 269.99
Regular Price
Unit Price
per 
Long Sleeve Flare Fringe Tunic Dress by Sail to Sable
Regular Price
$ 248.00
Sale Price
$ 248.00
Regular Price
Unit Price
per 
Navy & Forest Surcingle Needlepoint Driving Shoe in Smoke Suede by Smathers & Branson
Regular Price
$ 245.00
Sale Price
$ 245.00
Regular Price
$ 245.00
Unit Price
per 
Navy & Red Surcingle Needlepoint Driving Shoe in Cognac Suede by Smathers & Branson
Regular Price
$ 245.00
Sale Price
$ 245.00
Regular Price
$ 245.00
Unit Price
per 
University of Georgia Surcingle Needlepoint Driving Shoes by Smathers & Branson
Regular Price
$ 245.00
Sale Price
$ 245.00
Regular Price
$ 245.00
Unit Price
per 
University of Alabama Surcingle Needlepoint Driving Shoes by Smathers & Branson
Regular Price
$ 245.00
Sale Price
$ 245.00
Regular Price
$ 245.00
Unit Price
per 
Surcingle Needlepoint Driving Shoes by Smathers & Branson
Regular Price
$ 245.00
Sale Price
$ 245.00
Regular Price
$ 245.00
Unit Price
per 
Save 9%
Classic White Suede Sport Buck by Country Club Prep
Regular Price
$ 200.00
Sale Price
$ 200.00
Regular Price
$ 220.00
Unit Price
per 
Country Club Prep Madras Plaid Needlepoint Belt by Smathers & Branson
Regular Price
$ 185.00
Sale Price
$ 185.00
Regular Price
$ 185.00
Unit Price
per 
Blue Seersucker Needlepoint Belt by Smathers & Branson
Regular Price
$ 185.00
Sale Price
$ 185.00
Regular Price
$ 185.00
Unit Price
per 
University of Kentucky SEC Seal Needlepoint Belt by Smathers & Branson
Regular Price
$ 185.00
Sale Price
$ 185.00
Regular Price
$ 185.00
Unit Price
per 
Lexington KY Custom Title Town Needlepoint Belt by Smathers & Branson
Regular Price
$ 185.00
Sale Price
$ 185.00
Regular Price
$ 185.00
Unit Price
per 
Morning Buzz Needlepoint Belt in Classic Navy by Smathers & Branson
Regular Price
$ 185.00
Sale Price
$ 185.00
Regular Price
$ 185.00
Unit Price
per 
Vanessa Raffia Wedge in Gold by Jack Rogers
Regular Price
$ 178.00
Sale Price
$ 178.00
Regular Price
Unit Price
per 
French Terry Short Sleeve Dress by Sail to Sable
Regular Price
$ 158.00
Sale Price
$ 158.00
Regular Price
Unit Price
per 
Save 48%
Sophia Dress in Coral by Camilyn Beth
Regular Price
$ 148.95
Sale Price
$ 148.95
Regular Price
$ 285.00
Unit Price
per 
Stretch Twill Harbor Pant with Martini and Shaker by Castaway Clothing
Regular Price
$ 148.00
Sale Price
$ 148.00
Regular Price
Unit Price
per 

The Kentucky Derby may be the "Fastest Two Minutes in Sports," but the parties and the memories last a lifetime. We're here to help you dress for the occasion with preppy seersucker jackets and dresses, outstanding madras bow ties, Jack Rogers flats and heels, and everything in between. Not going to a party this year? Pick up a Derby tee!