Kentucky may have travel restrictions in place, including self-quarantine, due to COVID-19.

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Kentucky 2021 Holidays

Choose two or more items and save on your trip:

Plan your Kentucky holiday with Expedia

  • Book your 2021 holiday package deals now! Buy your accommodation, flight or car together and get extra savings on your next trip!
  • We have selected for you amazing deals on incredible hotels in Kentucky. Have a look simply by using the search bar above.
  • Most hotels come with free cancellation, because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page
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*Some hotels require you to cancel at least 24-48 hours before check-in.

Top hotels in Kentucky

Galt House Hotel Trademark Collection by Wyndham
Galt House Hotel Trademark Collection by Wyndham
4 out of 5
140 North Fourth Street, Louisville, KY
Free cancellationReserve now, pay when you stay
The price is €88 per night from 20 Feb to 21 Feb
3.9/5Very Good! (2,528 reviews)

"Rooms are great. Just short of food options at this time because of Covid"…"

Reviewed on 25 Jan 2021

Galt House Hotel Trademark Collection by Wyndham
Radisson Hotel Cincinnati Riverfront
Radisson Hotel Cincinnati Riverfront
3.5 out of 5
668 W 5th St, Covington, KY
Free cancellationReserve now, pay when you stay
The price is €77 per night from 9 Feb to 10 Feb
3.9/5Very Good! (1,471 reviews)

"Restaurant on top floor. Bar and grill on bottom. Right off the interstate. Easy access to other restaurants."…"

Reviewed on 26 Jan 2021

Radisson Hotel Cincinnati Riverfront
Embassy Suites by Hilton Cincinnati RiverCenter
Embassy Suites by Hilton Cincinnati RiverCenter
3.5 out of 5
10 E Rivercenter Blvd, Covington, KY
Free cancellationReserve now, pay when you stay
The price is €101 per night from 29 Jan to 30 Jan
3.9/5Very Good! (1,009 reviews)

"The place smelled funny they need to clean the water Fountain and my room had a smell to it but it’s a beautiful place staff was nice"…"

Reviewed on 7 Jan 2021

Embassy Suites by Hilton Cincinnati RiverCenter
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 things to do in Kentucky

Kentucky Holiday Packages

Attend a horse race watched by fans around the world and enjoy bluegrass music in the state where it was first played. On one special day in May, Louisville comes alive for the Kentucky Derby, with thoroughbred horses racing around the oval track of Churchill Downs for just 2 minutes. Join the crowd watching the jockeys on their sleek steeds or place a bet. Be sure to wear a dress and hat or bowtie. Enjoy the race while sipping on the hometown drink, a mint julep, and eating burgoo, a thick, meaty stew.

Spend some time in the city for Derby Festival during the 2 weeks leading up to the race. Join or watch the marathon race (human, not horses), a Texas hold’em poker competition, hot air balloon rides and gigantic fireworks, the Thunder Over Louisville.

Enjoy a variety of other activities in Louisville, from the Muhammad Ali Museum for the great boxer to the Louisville Slugger baseball bat factory and the Louisville Mega Cavern.

Travel east through the bluegrass meadows of horse country to Lexington. Visit the working farm at Kentucky Horse Park. Hike around the 350-acre (142-hectare) Raven Run Nature Sanctuary.

See horsepower of a different kind at the National Corvette Museum in Bowling Green, with its more than 70 vintage sports cars. Take an underground boat tour at Lost River Cave and Valley.

For historic appreciation, visit Abraham Lincoln’s childhood home in Hodgkenville, the Mary Todd Lincoln House in Lexington and Daniel Boone Monument in the capital city of Frankfort. Follow the Civil War trail through Cumberland Gap and other battlefields. 

In the west, enjoy hiking in the Appalachian Mountains. Listen to the region’s hillbilly bluegrass music with its banjoes, fiddles and other stringed instruments. Visit the Bluegrass Music Museum on Owensboro. Many cities and small towns across the state have summer bluegrass festivals.

Travel to the state’s forests, meadows, caves and lakes. At Bardstown, see My Old Kentucky Home State Park. You’ll come to appreciate Stephen Foster’s sentiments when he wrote the state song: “The sun shines bright on my old Kentucky home…”

Frequently asked questions

If I'm not able to travel, can I cancel my Kentucky holiday package?
You can cancel your Kentucky booking if your travel plans have changed. Whether you’ll incur a penalty or not depends on your hotel, airline or car rental company. You may be able to change or cancel free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.
Where should I stay in Kentucky?
You’ll have loads to do in Louisville, with great landmarks including Muhammad Ali Centre and KFC Yum Centre to explore. Or, if sights like Great American Ball Park and Paul Brown Stadium are more your scene, Cincinnati is where you should head.
What are the top hotels in Kentucky?
When it comes to properties in Louisville, Galt House Hotel Trademark Collection by Wyndham and Hotel Louisville are two fantastic options. If you’re spending time in Cincinnati, Millennium Cincinnati and Radisson Hotel Cincinnati Riverfront look forward to welcoming you.
When is the best time of year to visit Kentucky?
If keeping expenses to a minimum is a priority, December is the best time to escape to Kentucky. October is usually the priciest month, so you’ll need a bigger travel budget if you visit then. July, June, May are the high season months and when this destination is often at its best. Clear space in your calendar for January , November, December if you’d prefer a quieter getaway.
How far in advance should I book my Kentucky holiday?
Reserving your flights early with Expedia means one less thing to worry about. A number of air carriers advertise prices up to 12 months prior to take off. This is generally the cheapest time to book. If circumstances have left you booking late, low prices to Kentucky sometimes occur just weeks before departure.
What should I know before booking a Kentucky travel package?
When you book your flights, hotels and car rentals together, you’ll score fantastic discounts. Whether you’re planning a rural escape in a cottage or would rather stay in a comfortable hotel in the city, Expedia will make it happen for less.
Does Expedia offer Book Now, Pay Later Kentucky holiday packages?
If you’re eager to get away but can’t afford to cough up the dough, Expedia can lend a hand with an easy payment plan. Thanks to our partnership with online lender Affirm, you can Book Now, Pay Later and start planning your journey today.