Windy Hills Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Windy Hills

Find the best Windy Hills areas and neighborhoods for the activities you enjoy most. Learn more about Windy Hills
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.

Find hotels in Downtown Louisville
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.

Find hotels in Fairgrounds
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.

Find hotels in Jeffersontown
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.

Find hotels in St. Matthews
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.

Find hotels in Phoenix Hill

Top hotels in Windy Hills

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
S$214
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (4,248 reviews)
"Anybody thats complaining are people who are completely entitled, the galt house is a magnificent place to stay in looahvil, from Chicago this was one of my best places to spend some tine at nothing beats this spot"

Reviewed on 26 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
S$262
27 Aug - 28 Aug
includes taxes & fees
Omni Louisville Hotel
Holiday Inn Express & Suites Louisville Downtown by IHG

Holiday Inn Express & Suites Louisville Downtown by IHG

800 W Market St Louisville KY
Fully refundableReserve now, pay when you stay
S$133
27 Aug - 28 Aug
includes taxes & fees
8.8/10 Excellent! (1,765 reviews)
"Clean nice comfortable and gym was nice breakfast spread was excellent"

Reviewed on 26 Aug, 2026

Holiday Inn Express & Suites Louisville Downtown by IHG
See all 2,148 properties in Windy Hills
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 Windy Hills holiday package cost?
Live it up in Windy Hills from as low as . We offer a wonderful selection of flights, hotels and rental cars to suit every style and budget. Pick up even more discounts when you add a couple of tours or activities to your package.
How do I get a cheap travel package to Windy Hills?
Combine your flight and hotel bookings, toss in extras such as a rental car or activities, and save with a Windy Hills holiday package. You won't just score big discounts on your adventure — you'll have plenty of choice within your reach too. When you book through Expedia, you can choose from more than 550 partner airlines and 1,000,000 hotels around the world. Your affordable holiday starts right here, right now!
Where should I stay in Windy Hills?
Stay where the action happens. Many people like to book hotels within easy reach of top attractions, such as Mall St. Matthews, Baptist Hospital Louisville and Norton Womens & Childrens Hospital.
How far in advance should I book my Windy Hills holiday?
Reserving your seat early with Expedia means one less thing to worry about. Many air carriers display prices up to 12 months prior to departure dates. This is usually the cheapest time to book. If circumstances have left you booking late, discount prices to Windy Hills are still known to appear just a few weeks before departure.
What does an Expedia Windy Hills travel package include?
Select from any combination of hotels, rental cars and flights. Once you've made your booking, you can add some experiences and activities. Want to pick your fare class? That's easily done too. The choice is yours when it comes to arranging your ideal Windy Hills escape.
What should I know before booking a Windy Hills travel package?
You'll pick up big savings when you bundle your hotels, flights and rental cars into a package. Plus, booking everything together simply makes planning easier. So why waste time or money? Whether you're putting together a fancy romantic getaway or a budget solo adventure, check out our holiday packages today.
Can I choose my airline with a Windy Hills Expedia holiday package?
Expedia has access to more than 550 airline partners globally, so you sure can! Just choose your preferred carrier and create the perfect Windy Hills getaway.
If I'm not able to travel, can I cancel my Windy Hills holiday package?
Yes, it's possible to cancel your Windy Hills booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Stay near popular Windy Hills attractions

Brownsboro Center Shopping Center

You can browse for the perfect souvenirs at Brownsboro Center Shopping Center during your trip to Louisville. Stroll along the riverfront or attend a sporting event in the area.
See properties

Things to do

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

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

S$166
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

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

S$26
per adult
92% of travellers recommend
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket
General Admission Ticket to Frazier History Museum

General Admission Ticket to Frazier History Museum

S$21
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. 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.