Kentucky Holidays

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Top destinations in Kentucky

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Louisville

Louisville

Where to stay in Kentucky

Find the best Kentucky areas for the activities you enjoy most.
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Downtown Louisville

The cultural heart of the city beats with baseball, boxing and music, with sporting fields, live bands and a center for Muhammad Ali, the city’s most famous son.

A city skyline with illuminated buildings and a church spire.
Photo by Jeff Rogers /Lexington Convention and Visitors Bureau
Open Photo by Jeff Rogers /Lexington Convention and Visitors Bureau

Downtown Lexington

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

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Jeffersontown

Jeffersontown is known for its abundant dining options, and you can plan a trip to Bluegrass Indoor Karting and Jeffersontown Commons Shopping Center while you're in town.

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St. Matthews

St. Matthews is noteworthy for its shopping, and you can make a stop at top attractions like Mall St. Matthews and Saint Matthews Pavilion Shopping Center.

A nighttime hot air balloon festival with colorful balloons, including one labeled "OLIVER WINERY."
Photo by Hyelsinta
Open Photo by Hyelsinta

Fairgrounds

While visiting Fairgrounds, you might make a stop by sights like Kentucky Kingdom and Freedom Hall.

Top hotels in Kentucky

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
830 Phillips Lane Louisville KY
The price is S$167 per night from 19 Jul to 20 Jul
S$167
19 Jul - 20 Jul
includes taxes & fees
8.8/10 Excellent! (1,645 reviews)
"Excelente área, cerca de todo !"

Reviewed on 29 Jun, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
Radisson Hotel Cincinnati Riverfront

Radisson Hotel Cincinnati Riverfront

3.5 out of 5
668 W 5th St Covington KY
Fully refundable
The price is S$161 per night from 5 Jul to 6 Jul
S$161
5 Jul - 6 Jul
includes taxes & fees
7.2/10 Good! (2,869 reviews)
"The hotel is so nice! Breathtaking views! But they don’t offer complimentary coffee so be prepared!"

Reviewed on 29 Jun, 2026

Radisson Hotel Cincinnati Riverfront
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street Louisville KY
The price is S$234 per night from 1 Jul to 2 Jul
S$234
1 Jul - 2 Jul
includes taxes & fees
9/10 Wonderful! (4,164 reviews)
"I booked a room and got an email that we could upgrade to an upper floor, have access to the roof top and the restaurant. We ended up on the 8th floor (not the top), everything was closed due to it being sunday. The breakfast buffet was closed for a week or 2. So we were not able to get the full ..."

Reviewed on 29 Jun, 2026

Galt House Hotel Trademark Collection by Wyndham
See all 8,914 properties in Kentucky
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.

Frequently asked questions

How much does a Kentucky holiday package cost?
Perhaps less than you imagined — from a tempting , in fact! By bundling flights, hotels and car rentals into a custom-built holiday package, your getaway to Kentucky is just a few clicks away.
How do I get a cheap travel package to Kentucky?
Just think of all the fabulous things you could do in Kentucky with a pile of extra cash in your wallet. Watch your savings stack up when you combine your flights, hotels and extras into a Kentucky holiday package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can choose from over 550 airlines and 1,000,000 hotel options around the world. Whether you're heading off with the entire family or surprising your special someone, organising a trip to Kentucky is better with a package.
Where should I stay in Kentucky?
You'll have lots to do in Cincinnati, with fantastic attractions like Great American Ball Park and Paycor Stadium to explore. Or, if sights like Churchill Downs and Muhammad Ali Centre are more your style, Louisville is the place to head.
What are the top hotels in Kentucky?
Have a look at Galt House Hotel Trademark Collection by Wyndham and Radisson Hotel Louisville Jeffersonville. They're the first choice for lots of travellers to Louisville. If Cincinnati features on your itinerary, Hyatt Regency Cincinnati and Graduate Cincinnati are popular options.
How far in advance should I book my Kentucky holiday?
It can be hard to know exactly when is the perfect time to book your trip to Kentucky. But usually the earlier you book, the lower the prices. In some cases, you can secure your flights and hotels nearly 12 months prior to departure. If you're eager to escape on a last-minute getaway, no need to fret! There are terrific bargains advertised on Expedia every single day.
What does an Expedia Kentucky travel package include?
Flights, rental cars and hotels — we've got them well covered. With Expedia, you can shape your Kentucky package the way you want. All you have to do is work out exactly what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the bigger the savings!
What should I know before booking a Kentucky travel package?
You'll enjoy terrific savings when you combine your hotels, flights and rental cars into a travel package. Not just that, booking everything in one spot simply makes planning easier. So why waste your money or time? Whether you're putting together a ritzy city getaway or a budget solo adventure, have a look at our package deals today.
Can I choose my airline with a Kentucky Expedia holiday package?
With a holiday package, you're the boss. Whether you're eager to fly to Kentucky in economy or business class, simply pick from the available airline options. Expedia has access to more than 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Kentucky holiday package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Kentucky holiday package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings older than that, you may incur a charge from your airline, hotel or car rental company. For more details, look up our Customer Service Portal. We'll help you every step of the way.

Stay near popular Kentucky attractions

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Ark Encounter

9.8/5 (3,108 reviews)
Have a fun-filled day at Ark Encounter and find out why this is a popular theme park in Williamstown. Discover the restaurants and museums in this walkable area.
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What to do in Kentucky

Louisville: 3-Hour Food and History Tour of NuLu District

Louisville: 3-Hour Food and History Tour of NuLu District

S$167
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Cincinnati: Reds Hall of Fame and Museum Entry Ticket

Cincinnati Reds Hall of Fame and Museum Entry Ticket

S$19
per adult
Cincinnati Reds Hall of Fame and Museum Entry Ticket
Dinosaur World Cave City

Dinosaur World Cave City

S$24
per adult
100% of travellers recommend
Dinosaur World Cave City
See all activities in Kentucky

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.