Windy Hills Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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
Downtown Louisville
3 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.
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.
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.
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.
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 Windy Hills
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
€148
7 Sept - 8 Sept
includes taxes & fees
Omni Louisville Hotel
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
€163
16 Aug - 17 Aug
includes taxes & fees
9.4/10 Exceptional! (2,070 reviews)
"Enjoyed the Mokara spa the rooftop pool and the amazing dining options available valet parking doesn't do In-N-Out parking so we found a nice lot called the Smith lot right across the street that allowed us to park for $7 a day in and out privileges were available"
Reviewed on 8 Aug 2026
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
€115
9 Aug - 10 Aug
includes taxes & fees
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.
Things to do
General Admission Ticket to Frazier History Museum
€14
per adult
Louisville: 3-Hour Food and History Tour of NuLu District
€113
per adult
94% of travellers recommend
ORIGINAL Old Louisville Walking Tour seen in The New York Times!
€22
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.