Pencil illustration of Thoroughbred horses charging into the turn at the Kentucky Derby with the Churchill Downs crowd behind

2027 Kentucky Derby
Bourbon Lovers Weekend

A small-group, four-night Kentucky Derby weekend based at a four-star hotel in Lexington at the heart of horse country. Curated bourbon programming, behind-the-scenes horse farm access, a private distillery tour, and reserved seating at Churchill Downs. Limited to 25 guests.

Event
153rd Kentucky Derby
Venue
Churchill Downs, Louisville KY
Base City
Lexington, Kentucky
Group Size
25 guests, total
Length
Three or four nights

A Derby weekend built around the bourbon and horse country experience.

Most Kentucky Derby trips are built around Louisville and one day at Churchill Downs. This package is structured differently. The four-night base is The Origin Hotel in Lexington, at The Summit at Fritz Farm, in the heart of horse country. The weekend programming is calibrated for bourbon enthusiasts and travelers who want the Bluegrass story alongside the race itself.

Thursday opens with a welcome reception led by a local bourbon expert and a curated tasting of Kentucky's finest brands. Friday and Saturday include a working horse farm tour with behind-the-scenes access, a three-course luncheon at a notable Lexington restaurant, a private tour and tasting at Town Branch Distillery with a Create Your Own Bottle experience, and a tour of historic Keeneland Race Course paired with a visit to Old Friends Farm, where Kentucky Derby champions retire.

Saturday is the Kentucky Derby itself. Reserved seating at Churchill Downs, unlimited food and beverage throughout race day, and roundtrip ground transportation. Optional upgrades to covered seating and VIP hospitality club access are available for travelers who want a higher tier.

The Origin Bourbon Lovers Derby package.

  • Three or four nights at a four-star full-service hotel in Lexington, located at The Summit at Fritz Farm
  • Thursday evening welcome reception with a local bourbon expert and a curated tasting of Kentucky's finest brands
  • Guided tour of a working horse farm with behind-the-scenes access
  • Three-course luncheon at a notable Lexington restaurant
  • Private tour and tasting at Town Branch Distillery, including a Create Your Own Bottle bourbon experience
  • Tour of Historic Keeneland Race Course and Old Friends Farm, home to retired Thoroughbred champions, with a local luncheon (four-night package)
  • Reserved seating at the 153rd running of the Kentucky Derby at Churchill Downs, including unlimited food and beverage throughout race day
  • Optional upgrades to covered seating and VIP hospitality club access
  • Roundtrip ground transportation to every scheduled activity
  • Personalized airport meet-and-greet with roundtrip private car between Lexington Blue Grass Airport and the hotel
  • Complimentary parking at the hotel
  • Daily breakfast at the hotel

Space is limited to 25 guests, total. Reservations are confirmed in order of inquiry.

Other Derby weekend options.

If the four-night Lexington bourbon programming is not the right fit, three additional packages are available for the 2027 Kentucky Derby. Each one is built around a different base and a different rhythm.

Hampton Inn Downtown Louisville

A Louisville base inside the city, with race-day transfers to Churchill Downs and optional VIP hospitality access. Spacious rooms, indoor pool, fitness center, complimentary parking and breakfast.

Tickets available for the Kentucky Derby on Saturday, the Kentucky Oaks on Friday, or both.

The Moxy Louisville

A boutique base on historic Whiskey Row in downtown Louisville. Thursday evening welcome reception, easy transfers to Churchill Downs, and reserved seating for the Derby and Oaks. Late-night elevated snacks and cocktails at the hotel each race night.

For travelers who want urban Louisville at the heart of the weekend.

Embassy Suites Lexington

A Lexington base in the heart of horse country. Reserved seating at the Kentucky Derby, horse farm tour, bourbon distillery tour with tasting, a luncheon, and admission to the Kentucky Horse Park. Optional private tour of Keeneland Race Course and Old Friends Farm.

A Lexington alternative to the featured Origin Hotel package.

Limited space. Reserve directly with Robert.

The 2027 Kentucky Derby Bourbon Lovers Weekend is limited to 25 guests. Tell us your group size, your preferred number of nights, and any upgrade interest. Early and Away will come back with availability, the full itinerary, and the deposit and payment plan options.

Inquire About the 2027 Derby Trip →
Early and Away

Other major sporting events we plan.

The Masters. The Super Bowl. NCAA Championship weekends. Wimbledon. The Olympics. Royal Ascot. The Belmont Stakes. If it is on the global sporting calendar, we can plan it.

See Every Event →

Header photo: 2027 Kentucky Derby. Illustration: Early and Away, with the imagination of AI.