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< Photo X of X > Read Story
The Best Looks at Virginia Gold Cup

This style setter gave her conservative mid-length dress a little edge by stacking on bracelets and wearing yellow shades. Photograph by Caitlin Moran

Our favorite duo of the day, Ahmed Hasan and his mini me Faris Fadul, proudly sported matching Vineyard Vines from head to toe, er, knee. Photograph by Laura Wainman

Perfectly on trend in peplum in mint green, this mother-daughter set (seriously) made a statement walking through the tailgate area.

OK, so the impossible-to-miss pink paisley blazer and green martini-glass critter pants admittedly drew us in, but the real star of this show is the gorgeous Tibi frock, statement necklace and perfectly coiffed fascinator on the lady to his left. Photograph by Laura Wainman

Simply chic in an orange shift and side-swept ponytail. Photograph by Caitlin Moran

A military inspired dress, oversized Jackie O shades, and huge brimmed hat—Retro-glam at its finest. Photograph by Caitlin Moran

And what’s a horse race without a sweater vest (and a turquoise one at that)? These Georgetowners were spotted at University Row. Photograph by Laura Wainman

Ashton McRae (right) mixed vintage, his father’s blazer from the ‘80s, with new, a Brooks Brothers bow tie and tie-turned-belt, for a classic ensemble with modern touches. Photograph by Laura Wainman

From the crisp white shirt to the beautifully detailed dress, this duo was perfectly polished. Photograph by Caitlin Moran

A feminine floral sundress and spotted tulle fascinator make this look sweet and flirty. Photograph by Caitlin Moran

A Mad Men-inspired vintage frock goes modern with a citron cross-body bag.

This attendee takes a bow tie from prep to hip with a purple twill shirt, monochromatic pants and leather-trimmed belt. Photograph by Caitlin Moran

Can you believe she bought this at a kiosk in Pentagon City Mall? Yeah, us neither. Photograph by Laura Wainman

The ladies weren’t the only ones sporting show-stopping toppers. Check out this top hat on Nick Karnaze. Photograph by Laura Wainman

We were fans of everything Erica Imperati was rocking, from her statement necklace to her royal-looking fascinator complete with a pearl trim. Photograph by Laura Wainman

Heidi Keener had a bit of a mad hatter vibe going on, which she credits to Tops of Old Town for inspiring her elegant look. Photograph by Laura Wainman

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