Kentucky Vacations & Trips

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Top destinations in Kentucky

A modern building with a cylindrical structure and a glass facade.

Louisville

Louisville
A city skyline with illuminated buildings and a church spire.

Lexington

Lexington
A large ship-shaped building with a surrounding pond and green hedges.

Williamstown

Williamstown

Where to stay in Kentucky

Find the best Kentucky areas and neighborhoods for the activities you enjoy most.Learn more about Kentucky
Learn more about Kentucky
A steamboat docked at a pier with a bridge in the background.
A city skyline with various buildings, including a prominent KFC and a green-roofed structure.
A large baseball bat sculpture in front of a brick building with the words "Louisville Slugger" on it.
Photo by Deanna Rodrigues
A large baseball bat sculpture in front of a brick building with a sign for the Louisville Slugger Store.
Photo by Lesley B
A Louisville Slugger baseball bat with a signature.
Photo by Sophie R

Downtown Louisville

Explore "Museum Row" in the West Main District, catch a game at Louisville Slugger Field, or stroll across the pedestrian-only Big Four Bridge. Enjoy diverse attractions, restaurants, and the Louie Link skywalk.

A stone wall with a water feature and a horse-drawn carriage path.
Photo by Geraldine Soh
A city skyline with illuminated buildings and a church spire.
Photo by Jeff Rogers /Lexington Convention and Visitors Bureau
A wooden barrel with "BOURBON TOWN BRANCH" written on it.
Photo by The Curious Zephyr
A sculpture of horses on a sidewalk with a fountain in the background.
Photo by Hyelsinta
A parade with people in colorful costumes on a wet street.
Photo by Hyelsinta

Downtown Lexington

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

A nighttime cityscape with a brightly lit bridge and a skyline featuring a prominent dome-shaped building.
A group of ducks on a wet pavement near a bridge and trees.
Photo by Dawn Madden

St. Matthews

Major shopping destination with the fifth-largest mall in Kentucky, Mall St. Matthews, and smaller centers along Shelbyville Road. Don't miss the historic St. Matthew's Episcopal Church and Holy Trinity.

A historical marker for the Conrad-Caldwell House, detailing its architectural style and history.
A large, illuminated two-story house with a prominent front porch and a garage.
A room with a wooden sofa, a table with books, a teapot, and a framed picture on the wall.
A grand staircase with ornate woodwork, a fireplace, and floral-patterned wallpaper.
A grand staircase with ornate woodwork and a patterned wall.

Old Louisville

Boasting Victorian architecture and the highest concentration of stained glass windows in residential homes, Old Louisville offers a walkable neighborhood with pedestrian-only streets, diverse dining options, and attractions like Central Park and the Conrad-Caldwell House.

A nighttime hot air balloon festival with colorful balloons, including one labeled "OLIVER WINERY."
Photo by Hyelsinta
A brown horse with a red halter, a person in a black shirt, and a crowd of people in the background.

Fairgrounds

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

Kentucky Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
₩186,010
₩218,859 total
Nov 8 - Nov 9
includes taxes & fees
9/10 Wonderful! (4,402 reviews)
"This hotel is beautiful, historical and fascinating. Both towers are very nice."

Reviewed on Oct 22, 2026

Galt House Hotel Trademark Collection by Wyndham
Radisson Hotel Cincinnati Riverfront

Radisson Hotel Cincinnati Riverfront

668 W 5th St Covington KY
Fully refundable
₩122,914
₩138,106 total
Nov 8 - Nov 9
includes taxes & fees
7.2/10 Good! (3,145 reviews)
"I received a call from the "manager" at 10:30 pm asking me for credit card info over the room phone. It seemed very shady.... I wouldn't stay here again."

Reviewed on Oct 21, 2026

Radisson Hotel Cincinnati Riverfront
The Brown Hotel

The Brown Hotel

335 W Broadway Louisville KY
Fully refundableReserve now, pay when you stay
₩189,976
₩223,527 total
Nov 15 - Nov 16
includes taxes & fees
The Brown Hotel
See all 9,151 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 vacation package cost?
Perhaps less than you imagined — from a tempting , in fact! By bundling flights, hotels and car rentals into a custom-built vacation 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 vacation 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, organizing 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 Center 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 travelers 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 vacation?
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 vacation package?
With a vacation 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 vacation package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Kentucky vacation 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

A large building with a curved roof, surrounded by potted plants and flowers, with a clear sky in the background.

Ark Encounter

9.8/10 (3,108 reviews)
Have a fun-filled day at Ark Encounter and see why people love this amusement park in Williamstown. Discover the restaurants and museums in this walkable area.
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A cave with stalactites and stalagmites, a metal railing, and a person standing near the railing.
Photo by National Parks Service

Mammoth Cave National Park

9.6/10 (912 reviews)
Journey toward the center of the earth as you discover the world’s largest known cave system, one of Kentucky’s great hidden secrets.
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A nighttime hot air balloon festival with colorful balloons, including one labeled "OLIVER WINERY."
Photo by Hyelsinta

Kentucky Exposition Center

8.8/10 (2,714 reviews)
During your trip, find out what's happening at Kentucky Exposition Center, a top convention center in Louisville. Experience the area's acclaimed art scene and great live music.
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A river with a bridge, a stadium, and modern buildings.

KFC Yum Center

8.8/10 (1,621 reviews)
Catch an event at KFC Yum Center during your trip to Louisville. Stroll along the riverfront or attend a sporting event in the area.
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A large white house with multiple towers on a grassy hill under a cloudy sky.

Keeneland Racing Course

9.2/10 (1,084 reviews)
Enjoy a trip to Keeneland Racing Course and popular activities like horseback riding in Lexington. You can attend a sporting event while in the area.
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A rugged cliff with dense forest at its base, surrounded by mist and a dramatic sky.

Red River Gorge

9.6/10 (460 reviews)
Commune with nature and explore the great outdoors at Red River Gorge during your travels in Wellington. Amble around this relaxing area's riverfront, or seek out the hiking trails.
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Jockeys on horses racing at a track with distinctive white towers in the background.
Photo by Churchill Downs

Churchill Downs

9.0/10 (2,281 reviews)
Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.
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Kentucky International Convention Center

8.4/10 (763 reviews)
Learn about the events happening at Kentucky International Convention Center during your trip to Louisville. Amble around the area's riverfront or attend a sporting event.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.