Windy Hills Vacations from $506

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Your Windy Hills Vacation

The easiest way to experience this city is with a tailor-made Windy Hills vacation package. Base yourself in the neighborhood of East Market District, which is good for nightlife, distilleries and craft breweries and shopping or choose someplace else — our packages are all about you. If taking in sights is part of the program during your trip to Windy Hills, stop by popular attractions like E.P. Tom Sawyer State Park, Mall St. Matthews and Springhurst Towne Center Shopping Center. Browse Expedia's wide range of travel options and start planning your ideal vacation to Windy Hills today.

The Latest Windy Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Towneplace Suites By Marriott Louisville Downtown

Towneplace Suites By Marriott Louisville Downtown

3 out of 5
Downtown Louisville
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Louisville (SDF)
9/10 Wonderful! (409 reviews)
This was absolutely wonderful! The room was incredibly clean and very spacious. It was a great value for such a beautiful room. The property is as close by lots of dining options. We walked to the Louisville Slugger museum.

Reviewed on Jul 26, 2025

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Save 100% on your flight
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Louisville (SDF)
8.8/10 Excellent! (3,438 reviews)
I liked how friendly and helpful all of the staff was from the parking garage, the lobby, and to all of the places within the hotel. The hotel is connected to the KFC Yumm center via Skywalk, which is the reason that I was staying in Louisville. That was a super awesome perk. The downfalls.. The bed looked like it was quickly made and very sloppy. The halls were filled with the staff that cleans the rooms, two hours after check-in time. There were crumbs all over the floor beside the bed like it wasn't vacuumed.

Reviewed on Jul 31, 2025

Baymont by Wyndham Louisville East

Baymont by Wyndham Louisville East

2.5 out of 5
Save 100% on your flight
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Louisville (SDF)
6/10 (1,001 reviews)
I was glad I was on the 3rd floor so I had an indoor entrance.

Reviewed on Jun 8, 2025

Holiday Inn Express Louisville Airport Expo Center by IHG

Holiday Inn Express Louisville Airport Expo Center by IHG

2.5 out of 5
Hayfield Dundee
Save 100% on your flight
per person
Oct 7 - Oct 11
found 9 hours ago
Roundtrip flight included
Washington (DCA) to Louisville (SDF)
8.6/10 Excellent! (1,000 reviews)
The staff were very friendly and I appreciate that

Reviewed on Jul 24, 2025

AC Hotel Louisville Downtown

AC Hotel Louisville Downtown

3.5 out of 5
Downtown Louisville
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
New York (NYC) to Louisville (SDF)
9.2/10 Wonderful! (554 reviews)
I loved my stay at this property, the room was exceptional. I loved the small thoughtful items, such as the q-tips and nail filer in the bathroom. The room was clean, comfortable and spacious.

Reviewed on Jul 22, 2025

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
Louisville showing signage and street scenes as well as a small group of people

Downtown Louisville

3 out of top 10 points of interest in this area
4/5(1,812 area reviews)

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.

Find hotels in Downtown Louisville

Windy Hills Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street, Louisville, KY
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $153 total per night from Aug 31 to Sep 1
$153 total
Aug 31 - Sep 1
Total includes taxes and fees
8.8/10 Excellent! (3,499 reviews)
"Comfy bed and great view of corner room. Many places to eat nearby. All good."

Reviewed on Jul 30, 2025

Galt House Hotel Trademark Collection by Wyndham
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
830 Phillips Lane, Louisville, KY
Fully refundable
$111 nightly
The price is $131 total per night from Aug 6 to Aug 7
$131 total
Aug 6 - Aug 7
Total includes taxes and fees
8.6/10 Excellent! (709 reviews)
"Check on and out was easy. They accommodated my family's small requests without issue. I left some shoes behind, and they easily helped me to gwt them returned. The staff handled everything with ease and professionalism. Our rooms were clean, and we felt safe and comfortable."

Reviewed on Jul 29, 2025

Crowne Plaza Louisville Airport Expo Ctr by IHG
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street, Louisville, KY
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $187 total per night from Aug 29 to Aug 30
$187 total
Aug 29 - Aug 30
Total includes taxes and fees
9.2/10 Wonderful! (1,528 reviews)
"Love the library."

Reviewed on Jul 30, 2025

Omni Louisville Hotel
See all 1,981 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Windy Hills

Ky Derby festival balloon glow.

Kentucky Exposition Center

Learn about the events happening at Kentucky Exposition Center during your trip to Louisville. Experience the area's lively festivals and great live music.

Kentucky Exposition Center
Churchill Downs showing horseriding and land animals as well as a small group of people

Churchill Downs

Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.

Churchill Downs
Louisville Slugger Museum showing interior views

Louisville Slugger Museum

Baseball is part of the American fabric. See where one important tool for this sport is produced in the factory that makes ball games possible.

Louisville Slugger Museum

Things to do

Derby City Ghosts: Louisville Hauntings Tour

Derby City Ghosts: Louisville Hauntings Tour

$26
per adult
Derby City Ghosts: Louisville Hauntings Tour
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

$30
per traveler
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries
Louisville: NuLu District Food and History Tour

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

$129
per adult
80% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
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.