Vacation Packages to Kentucky for 2026
Kentucky Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Richmond
$775
per person
Sep 25 - Sep 30
found 14 hours ago
Roundtrip non-stop flight included
Anchorage (ANC) to Lexington (LEX)
Book a stay at this business-friendly motel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions E.C. Million Park and Richmond Area Arts Center are located nearby.
Very clean. Perfect for a quick trip.
Reviewed on Aug 7, 2026
Hyatt Regency Lexington
Downtown Lexington
$2,532
per person
Sep 25 - Sep 30
found 14 hours ago
Roundtrip non-stop flight included
Anchorage (ANC) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rupp Arena and Kroger Field are located nearby.
We had a wonderful stay at the Hyatt. Shout out especially to Peter at the Registration desk who was so personable and helpful. Even though Barry Manilow had to cancel his concert, Peter sang Copacabana for us!
All of the staff and accommodations were amazing! I can very highly recommend Hyatt Regency Lexington.
Reviewed on Aug 5, 2026
Baymont by Wyndham Georgetown/Lexington North
$878
per person
Sep 25 - Sep 30
found 14 hours ago
Roundtrip non-stop flight included
Anchorage (ANC) to Lexington (LEX)
Book a stay at this business-friendly hotel in Georgetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kentucky Horse Park and The Pavillion are located nearby.
The Sire Hotel Lexington, Tapestry Collection by Hilton
Downtown Lexington
$3,091
per person
Sep 25 - Sep 30
found 14 hours ago
Roundtrip non-stop flight included
Anchorage (ANC) to Lexington (LEX)
Stay at this hotel in Lexington. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rupp Arena and Kroger Field are located nearby.
This is an extremely quiet and comfortable hotel. Restaurants and parks are within a few blocks.
Reviewed on Jul 30, 2026
Super 8 by Wyndham Georgetown
$836
per person
Sep 25 - Sep 30
found 14 hours ago
Roundtrip non-stop flight included
Anchorage (ANC) to Lexington (LEX)
Book a stay at this business-friendly hotel in Georgetown. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kentucky Horse Park and The Pavillion are located nearby.
Excellent experience. Clean room, friendly and helpful staff. Comfy bed!
Reviewed on Aug 7, 2026
Home2 Suites by Hilton Lexington University / Medical Center
Zandale
$2,710
per person
Sep 25 - Sep 30
found 14 hours ago
Roundtrip non-stop flight included
Anchorage (ANC) to Lexington (LEX)
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kroger Field and Rupp Arena are located nearby.
Top Hotel Deals
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Book a stay at this spa hotel in Louisville. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the restaurant and the helpful staff ...
Radisson Hotel Cincinnati Riverfront
668 W 5th St Covington KY
Book a stay at this business-friendly hotel in Covington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the breakfast and the restaurant ...
Quality Inn & Suites Florence - Cincinnati South
30 Cavalier Court Florence KY
Book a stay at this business-friendly hotel in Florence. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Omni Louisville Hotel
400 S. 2nd Street Louisville KY
Book a stay at this spa hotel in Louisville. Enjoy a full-service spa, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
4520 Poplar Level Rd Louisville KY
Stay at this hotel in Louisville. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Holiday Inn Express & Suites Louisville Downtown by IHG
800 W Market St Louisville KY
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Hyatt Regency Louisville
320 West Jefferson Street Louisville KY
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
Holiday Inn Louisville Downtown by IHG
101 W. Muhammad Ali Blvd Louisville KY
Stay at this hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
Crowne Plaza Louisville Airport Expo Ctr by IHG
830 Phillips Lane Louisville KY
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
Marriott Lexington Griffin Gate Golf Resort & Spa
1800 Newtown Pike Lexington KY
Book a stay at this luxury resort in Lexington. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff ...
Holiday Inn Express & Suites Cincinnati Riverfront by IHG
200 Crescent Ave Covington KY
Book a stay at this business-friendly hotel in Covington. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
DoubleTree Suites by Hilton Hotel Lexington
2601 Richmond Rd Lexington KY
Stay at this hotel in Lexington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
Cambria Hotel Louisville Downtown-Whiskey Row
120 SOUTH FLOYD ST Louisville KY
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
The Manchester
941 Manchester St Lexington KY
Stay at this hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
Drury Plaza Hotel Cincinnati Florence
7915 US Hwy 42 Florence KY
Book a stay at this business-friendly hotel in Florence. Enjoy free breakfast, free parking, and a 24-hour fitness center. Popular attractions UC Health Stadium ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Sep 2 - Sat, Sep 19
LGA
New York
CVG
Cincinnati
$182
Roundtrip
found 4 days ago
Fri, Sep 25 - Tue, Sep 29
LGA
New York
SDF
Louisville
$249
Roundtrip
found 2 hours ago
Fri, Sep 25 - Tue, Sep 29
EWR
New York
SDF
Louisville
$249
Roundtrip
found 2 hours ago
Mon, Sep 14 - Fri, Sep 18
DAL
Dallas
SDF
Louisville
$277
Roundtrip
found 4 days ago
Thu, Sep 17 - Sun, Sep 20
TPA
Tampa
SDF
Louisville
$280
Roundtrip
found 4 days ago
Popular vacation package destinations in Kentucky
- Louisville Vacations
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- Cadiz Vacations
- Morehead Vacations
- Glasgow Vacations
- Stanton Vacations
- Franklin Vacations
- Hopkinsville Vacations
- Hebron Vacations
- Jamestown Vacations
- Oak Grove Vacations
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