Chickasaw Holidays from £242

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Your Chickasaw Holiday

Our holiday packages to Chickasaw allow you to create your own adventure. Tailor your journey to your style and interests and make the most of your time in this exciting city. You'll want to sightsee during your trip to Chickasaw. Swing by popular attractions like Churchill Downs, Muhammad Ali Centre and KFC Yum Centre. Whatever your travel plans or the size of your budget, organising a tailored Chickasaw holiday is simple with Expedia.

Price found within the past 48 hours. Click for updated prices.
Motel 6 Shepherdsville, KY – Louisville South

Motel 6 Shepherdsville, KY – Louisville South

£242
per person
3 Oct - 5 Oct
found 18 hours ago
Return flight included
New York (NYC) to Louisville (SDF)
7/10 Good! (1,005 reviews)
Studio 6 Suites Louisville, KY – Airport/Expo Center

Studio 6 Suites Louisville, KY – Airport/Expo Center

Highland Park
£268
per person
3 Oct - 5 Oct
found 18 hours ago
Return flight included
New York (NYC) to Louisville (SDF)
7.4/10 Good! (714 reviews)
All was good!

Reviewed on 9 Aug 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

Fairgrounds
£288
per person
3 Oct - 5 Oct
found 18 hours ago
Return flight included
New York (NYC) to Louisville (SDF)
8.8/10 Excellent! (1,764 reviews)
Mattress was needing replacement. On the summer don't stay on the side where the West sun hits the room window. AC can't cool the room off Maintenance came but he said it was the sun. Hotel fully booked so we could not change rooms. We had to go buy a fan. No good place to eat near the hotel so we ate supper every night at the restaurant there Hotel was walking distance to the event we went there for. Hotel was very nice and they gave us breakfast vouchers for the hot room.

Reviewed on 10 Aug 2026

Baymont by Wyndham Cave City

Baymont by Wyndham Cave City

£246
per person
3 Oct - 5 Oct
found 18 hours ago
Return flight included
New York (NYC) to Louisville (SDF)
8/10 Very good! (1,011 reviews)
The bed was comfortable. However, the entire first 5 feet of our room was soaking wet, likely from water dripping from the air conditioner. My feet and socks got wet. I did not enjoy that.

Reviewed on 10 Aug 2026

Motel 6 Elizabethtown, KY

Motel 6 Elizabethtown, KY

£253
per person
3 Oct - 5 Oct
found 18 hours ago
Return flight included
New York (NYC) to Louisville (SDF)
6.8/10 (909 reviews)

Where to stay in Chickasaw

Find the best Chickasaw areas and neighborhoods for the activities you enjoy most. Learn more about Chickasaw
A city skyline with various buildings, including a prominent KFC and a green-roofed structure.

Downtown Louisville

4 out of top 10 points of interest in this area

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 brown horse with a red halter, a person in a black shirt, and a crowd of people in the background.

Fairgrounds

1 out of top 10 points of interest in this area

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

A nighttime cityscape with a brightly lit bridge and a skyline featuring a prominent dome-shaped building.

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 city skyline at dusk with illuminated buildings reflecting on the water.

Jeffersontown

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

A narrow stream with a rocky bridge, surrounded by trees and greenery.

Phoenix Hill

While Phoenix Hill isn't home to many top sights, Nulu Market Place and Louisville Slugger Field are some notable places to visit nearby.

Top hotels in Chickasaw

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
£125
21 Aug - 22 Aug
includes taxes & fees
9/10 Wonderful! (4,262 reviews)
"A"

Reviewed on 11 Aug 2026

Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel

Omni Louisville Hotel

400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
£139
16 Aug - 17 Aug
includes taxes & fees
Omni Louisville Hotel
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
£95
13 Aug - 14 Aug
includes taxes & fees
9.4/10 Exceptional! (2,420 reviews)
"The rooms are very spacious and clean!"

Reviewed on 10 Aug 2026

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
See all 2,068 properties in Chickasaw
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 Chickasaw travel package cost?
Perhaps less than you imagined — from just £242, as a matter of fact! By bundling flights, hotels and car rentals into a customized travel package, your Chickasaw escape is only clicks away.
If I'm not able to travel, can I cancel my Chickasaw travel package?
Whether it's your flight or hotel, you can cancel or alter it. Locked in your Chickasaw travel package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may incur a charge from your airline, hotel or car rental company. For more details, browse our Customer Service Portal. We're here to help you every step of the way.
How do I get a cheap travel package to Chickasaw?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we've got them all. Pick and choose a combination that suits you and watch your savings stack up. We know a package deal is never a one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 properties across the world, which lets you customize your Chickasaw holiday.
Does Expedia offer Book Now, Pay Later Chickasaw holidays?
Expedia has partnered with online lender Klarna to make booking your next break easier on your budget. Paying in instalments means you can spread the costs of your next adventure, leaving you with more cash to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find one that fits your budget. Consider these flexible payment options:
  • Pay monthly holidays: If paying small amounts each month works for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan with Klarna.
Where should I stay in Chickasaw?
Take the hassle out of sightseeing by staying just a stone's throw away from Chickasaw's biggest attractions. Churchill Downs and Muhammad Ali Centre are two traveller favourites.
What are the top hotels in Chickasaw?
Book a stay at The Brown Hotel. It's one of this area's most in-demand hotels. Another top option in Chickasaw is Hyatt Regency Louisville.
How far in advance should I book my Chickasaw holiday?
To bag cheap prices, book nice and early. Air carriers usually release flight tickets, along with some of the lowest fares, around a year prior to departure. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you've decided on a last-minute getaway to Chickasaw, there are always lots of great deals on Expedia. Check them out now!
What does an Expedia Chickasaw travel package include?
It all boils down to what kind of trip you're planning. Chickasaw travel deals can include flights, car rentals and hotels. You can mix and match to find the package that works for you! You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Chickasaw travel package?
So many places to go, so many things to do. With a package, you'll be able to afford more of them. Bundle your hotels, rental cars and flights and land big savings.
Can I choose my airline with a Chickasaw Expedia travel package?
Most definitely. Expedia has over 550 airline partners to pick from around the world. With so much choice, finding the perfect carrier to take you to Chickasaw will be a breeze.

Things to do

Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

£15
per adult
92% of travellers recommend
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket
Louisville: 3-Hour Food and History Tour of NuLu District

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

£97
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
General Admission Ticket to Frazier History Museum

General Admission Ticket to Frazier History Museum

£12
per adult
General Admission Ticket to Frazier History Museum
See all activities in Louisville

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.