A historic stone building with a turret and a flagpole.

Distillery District Vacations from $573

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The Latest Distillery District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Room
    Jan 22 - Jan 24

    Capital Plaza Hotel + Flight

    Frankfort
    2 nights
    3.0 star property
    7.8/10 - Good (1,025 reviews)
    "staff is great, hotel under renovations ao its a maze to the elevators and nothing is open but we have stayed there several times and its been great. Its going to be fantastic once.it is completed."
    Reviewed November 5, 2026
    Roundtrip • New York (NYC) - Lexington (LEX)
    LGA - LEX • Nonstop LEX - EWR • 1 stop
    $635
    $573
    per traveler
    found 23 hours ago
    Capital Plaza Hotel
  • A lobby with a modern chandelier, marble walls, and an elevator.
    Dec 24 - Dec 27

    21c Museum Hotel Lexington + Flight

    Downtown Lexington
    3 nights
    4.0 star property
    8.8/10 - Excellent (1,001 reviews)
    Roundtrip • New York (EWR) - Lexington (LEX)
    EWR - LEX • 1 stop LEX - EWR • 1 stop
    $916
    $836
    per traveler
    found 1 day ago
    21c Museum Hotel Lexington
  • An outdoor seating area with a fire pit, a pergola, and a brick building in the background.
    Dec 24 - Dec 27

    The Sire Hotel Lexington, Tapestry Collection by Hilton + Flight

    Downtown Lexington
    3 nights
    3.5 star property
    9.4/10 - Exceptional (915 reviews)
    "Good location easy staff nice"
    Reviewed November 2, 2026
    Roundtrip • New York (JFK) - Lexington (LEX)
    JFK - LEX • 1 stop LEX - JFK • 1 stop
    $1,065
    $983
    per traveler
    found 1 day ago
    The Sire Hotel Lexington, Tapestry Collection by Hilton
  • A spacious living room with a wooden staircase, a beige sofa with decorative pillows, a wooden coffee table, and a chandelier.
    Dec 6 - Dec 8

    The Kentucky Castle + Flight

    Versailles
    2 nights
    2.0 star property
    8.2/10 - Very good (31 reviews)
    "Very unique property and restaurant is delicious as well and portions were definitely more than we expected. The corner tower room we stayed in was impressive. It was definitely worth the side quest stop to stay here as our halfway point to Tennessee. If you’re looking for a unique place to stay I highly recommend."
    Reviewed September 19, 2026
    Roundtrip • New York (NYC) - Lexington (LEX)
    EWR - LEX • 1 stop LEX - EWR • 1 stop
    $906
    $837
    per traveler
    found 16 hours ago
    The Kentucky Castle
  • A porch with wicker furniture, including chairs and a table, and a view of a house in the background.
    Jan 22 - Jan 24

    Montgomery Inn BnB + Flight

    Versailles
    2 nights
    4.0 star property
    9.4/10 - Exceptional (127 reviews)
    Roundtrip • New York (NYC) - Lexington (LEX)
    LGA - LEX • Nonstop LEX - EWR • 1 stop
    $666
    $617
    per traveler
    found 23 hours ago
    Montgomery Inn BnB

Where to stay in Distillery District

Find the best Distillery District areas and neighborhoods for the activities you enjoy most.
A stone wall with a water feature and a horse-drawn carriage path.
Photo by Geraldine Soh
Open Photo by Geraldine Soh

Downtown Lexington

While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Explorium.

A parade with people in colorful costumes on a wet street.
Photo by Hyelsinta
Open Photo by Hyelsinta

Northside District

If you're spending some time in Northside District, Lexington Opera House and West Sixth Brewing are top sights worth seeing.

A river with a bridge, a town with historic buildings, and a hilly landscape in the background.

Liberty Area

If you're spending some time in Liberty Area, Hamburg Place and Hamburg Pavilion are top sights worth seeing.

A grand building with large wooden doors and a sign reading "First Methodist Episcopal Church South."
Photo by Hyelsinta
Open Photo by Hyelsinta

Historic South Hill

While Historic South Hill might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena.

A white wooden fence leading to a building with two towers.

Beaumont Residential

If you're looking for some top things to see and do in Beaumont Residential and surrounding area, you can visit Kentucky Aviation Museum and Keeneland Racing Course.

Discover the most popular places to visit in Distillery District

Barrel House Distilling

You can spend time studying the exhibits at Barrel House Distilling during your trip to Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
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What to do near Distillery District

Bites of the Bluegrass Cocktails & Bites Tour

Bites of the Bluegrass Cocktails & Bites Tour

$125
per adult
100% of travelers recommend
Bites of the Bluegrass Cocktails & Bites Tour
See all activities near Distillery District

Distillery District Hotel Deals

A modern living room with a sofa, armchairs, a coffee table, and a dining table. A large window offers a view of the cityscape.

The Manchester

The Manchester
4.0 star property
Distillery District
9.6 out of 10, Exceptional, (1,420 reviews)
"The room was a throwback to a classier time and the retro feel was perfect. The restaurant was amazing!"
$184 nightly
The price is $214
Nov 16 - Nov 17
Total with taxes and fees
The Manchester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in Distillery District
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.