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Gray Derby Weekend

148th Kentucky Derby


May 6 – 8, 2022


Be our guest for the most exciting two minutes in sports—the 148th Run for the Roses! You’ll experience an unforgettable weekend filled with amazing horse racing, Southern hospitality, heavenly food, and show-stopping fashion.


Leave the details to Gray—hotel, meals, and transportation to and from the Derby are on us. We can’t wait to spend the weekend with you!


Below is a glance of the weekend’s activities. A more detailed agenda will be shared soon.

Friday, May 6

Derby Eve Party

To kick off Gray’s Derby weekend, the festivities will begin with a Derby Eve Party at Limestone Hall, the historic courthouse located in the heart of downtown Lexington, KY. The evening consists of flavors of Kentucky in food and music as well as special tips for your Derby bets!


6:30 p.m.
Limestone Hall
215 W Main St., 3rd Floor, Lexington, KY


Cocktail attire is appropriate.

Saturday, May 7

Derby Day

The 148th Run for the Roses!


After a buffet breakfast in Lexington, a full day of horse racing and celebration at Churchill Downs, the world’s most legendary racetrack, in Louisville, KY is on the agenda.


Planning your Derby outfit is a fun part of the Kentucky Derby tradition. For the men, dress to the nines with colorful suits, sport coats, ties, or bow ties. For the ladies, start with a spectacular hat or fascinator, then pick an outfit to provide the perfect complement. See additional suggestions in our Helpful Tips section below.


7:30 a.m.
Derby breakfast at Infinity: A Skybar & Café
150 W Main St., Lexington, KY


9:00 a.m.
Bus departs for Churchill Downs


9:30 p.m.
Post-Derby dinner at Jeff Ruby’s Steakhouse
101 W Vine St., Lexington, KY

Sunday, May 8

Departure Breakfast

Informal breakfast for those whose travel schedules will allow.


8:00 a.m.
Infinity: A Skybar & Café
150 W Main St., Lexington, KY

Helpful Tips


We want you to have the best possible experience at our event, so we’ve put together some helpful tips. Whether you are a first-time guest or a Derby veteran, we hope you find this helpful.


  • Understand that you’ll be standing and walking a lot. Take our Derby veteran tip and wear comfortable shoes or pack a pair of ultra-comfortable shoes to change into during the day. Your feet and legs will thank you for it!
  • Purses are permitted, but none larger than 12” in any dimension.
  • Cameras with detachable lenses, camcorders, and laptop computers are NOT allowed.
  • Weather is always a wildcard for the Kentucky Derby! The first Saturday in May has ranged from snow to 80-degree temperatures. Make sure to check the weather so that you are prepared with climate-appropriate attire.


Any information related to COVID-19 protocols will be communicated as the date draws closer.