Racing, Food and Fashion in the Triple Crown cities

The Kentucky Derby, Preakness Stakes, and Belmont Stakes are the trifecta of horse racing and style setting.  Setting the pace for the remainder of the racing season, the Triple Crown offers the best of racing and old-world fashion.  From the hats, to the cocktails, to even more hats let us help you with all the essentials for a memorable weekend.

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churchill downs image


Churchill Downs is the place to see and be seen during racing season. The Kentucky Derby is a celebrated American tradition that racing enthusiasts all across the country will take part of. The lure of the track is just as much about the cocktails and fashion as it is about the horses. Get race day ready with help from the high-end shops in Louisville, and be sure to grab dinner and drinks before and after the race:

Eat & Drink

  • The Silver Dollar is the home of barrel aged whiskey in Louisville.  Stop by for a Kentucky Mule or a traditional Mint Julep.
  • Pat’s Steakhouse is the oldest steakhouse in Louisville and remains a fan favorite for their fresh menu of old-fashioned favorites.
  • Proof on Main mixes contemporary art into daily life by showcasing local emerging artists alongside a brunch menu that is a sure cure for too many cocktails.


  • Forme Millinery uses age old techniques that incorporate traditional millinery skills with non-traditional materials that create not just hats, but sculptures for the head.
  • Sarah Havens Millinery is in the Germantown district of Louisville and pays homage to custom hat makers of the early 1900’s.  With custom creations and refurbished options, you’re sure to find the perfect fashion statement to make on race day

Baltimore image


Two weeks after Louisville’s Kentucky Derby, the action comes The Preakness Stakes held at Pimlico Race Course. Baltimore’s beautiful harbor features gorgeous views, and restaurants waiting to serve you and your crew as you watch and celebrate the race all weekend long:

Eat & Drink

  • Thames Street Oyster House is a classic oyster house in the heart of the Fells Point neighborhood. Home to modern Maryland seafood and a spectacular a la carte raw bar, this inviting spot offers a lively break from the race track.
  • Woodberry Kitchen offers farm to table options with an emphasis on traditional dishes from the Mid-atlantic region.
  • W.C. Harlan is modeled after a turn-of-the-century speakeasy that embraces cocktail culture and has an eclectic feel that makes for a great setting to lounge and reconnect after a long day at the races.


  • Marjae Hats is serving major “hattitude” with their custom creations that will carry you through racing season (and a few good parties if you’re lucky).
  • Hats in the Belfry specializes in men’s hats offering a wide range of styles from Derby Bowlers to Fedoras, and everything in between.

Elmont image


The stakes are high at Belmont Stakes. The third and final race of the Triple Crown is held at Belmont Park in Elmont, New York. Located on Long Island, Elmont is the perfect setting a long racing-filled weekend. Stay close to the action and plan to spend your winnings in Elmont at these restaurants and shops:

Eat & Drink

  • King Umberto Restaurant specializes in authentic New England style seafood and pizza.  Nestled in the heart of Elmont for over 40 years, they are the place to refuel after a long day at Belmont Stakes
  • Butterfields offers new American cuisine and a fully-stocked bar. Escape into this cozy spot for your favorite foods and stay for the rotating list of local musicians that will keep you on beat all weekend.
  • Magnet Sports & Entertainment Lounge is at the center of all the Elmont action.  Retreat to this local spot after the races to connect with friends while listening to DJ’s light up the dance floor.


  • Goorin Bros. Williamsburg is a neighborhood staple where locals gather to socialize and have custom creations made to their specifications. From special events to day-to-day street wear, this hat shop keeps you in style all year long.
  • Bencraft Hatters specializes in custom ordered men’s caps.  Offering a variety of styles and fabrics to fine tune your look for race day, this shop is a must stop for the dapper gentleman.

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