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7 Winning Pieces to Wear to a Kentucky Derby Party

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Whether you’re experiencing the Kentucky Derby (May 2) in real life or attending a viewing soirée, here are seven perfect pieces you can wear to dress the part—after all, getting all dolled up is half the fun. 

1. A Big Floppy Hat

Goorin Bros Hat

Mrs. Franklin floppy hat, Goorin Bros ($55). goorin.com

A winning Derby ensemble begins with a larger-than-life hat. Instead of an extravagant topper, go with a white floppy hat for endless styling possibilities. You can always dress it up with feathers and ribbons to complement the rest of your ensemble.

2. A Dapper Bow Tie

Bow Tie Tom Ford

Polka-dot bow tie, Tom Ford ($250). bergdorfgoodman.com

Bow ties are another race day staple. Guys should go with this spiffy Tom Ford number for a subtle pop of color.

3. A Fancy Floral Frock

Peplum Dress Oscar de la Renta

Abstract floral-print dress, Oscar de la Renta ($2,490). Neiman Marcus, 390 San Lorenzo Ave., Coral Gables, 786-999-1000; Bal Harbour Shops, 305-865-6161

This glamorous Oscar de la Renta confection is made for the Derby gal who isn’t afraid to make a statement—its flirty, feminine silhouette is especially captivating.

4. A Dashing Pocket Square

Pocket Square

Printed silk pocket square, Dolce & Gabbana ($185). mrporter.com

Dressing up a crisp suit jacket with a snazzy pocket square is basically a Derby day requirement. This black-and-white piece will go with any zany style you pair it with.

5. Ladylike Footwear

Jimmy Choo Wedges

Fearne wedge sandals, Jimmy Choo ($695). Neiman Marcus390 San Lorenzo Ave., Coral Gables, 786-999-1000; Bal Harbour Shops, 305-865-6161

These nude Jimmy Choo wedges not only suit a Derby-themed party, but a variety of summer outings, too.

6. A Natty Sports Jacket

Checkered Blazer Isaia

Wool plaid sport coat, Isaia ($2,595). Neiman Marcus390 San Lorenzo Ave., Coral Gables, 786-999-1000; Bal Harbour Shops, 305-865-6161

Venture outside your style comfort zone with this decidedly quirky orange sports jacket.

7. A Whimsical Pony Clutch

Charlotte Olympia Pony Clutch

Daddy I want a pony! clutch bag, Charlotte Olympia ($995). Bal Harbour Shops, 305-868-1858

You’d be hard-pressed to find a more Derby-appropriate accessory than this horse head Charlotte Olympia clutch. Bonus: A chain strap will keep your hands free for sipping mint juleps.


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