Rolling Hills Vacations from $401

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Your Rolling Hills Vacation

Reserve a Rolling Hills vacation package that includes everything you need and no unnecessary extras. Good for nightlife, distilleries and craft breweries and shopping, think about basing yourself in the neighborhood of East Market District. Make your trip to Rolling Hills even more enjoyable by going sightseeing. E.P. Tom Sawyer State Park, Mall St. Matthews and Springhurst Towne Center Shopping Center are among the top attractions you'll want to explore. No matter your travel plans or budget, putting together a tailored Rolling Hills vacation is a walk in the park with Expedia.

The Latest Rolling Hills vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Louisville Downtown by IHG

Holiday Inn Express & Suites Louisville Downtown by IHG

2.5 out of 5
Downtown Louisville
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
8.8/10 Excellent! (1,478 reviews)
The hotel is in very good condition but the surrounding area outside the property is erie.

Reviewed on Jul 13, 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 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
8.8/10 Excellent! (3,438 reviews)
I really enjoyed my stay at Galt House Hotel and would highly recommend it. Whenever back in the area, I will defenitely stay there again

Reviewed on Jul 14, 2025

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
8.8/10 Excellent! (1,003 reviews)
Staff was incredible. Room was okay, but not excellent, as the bathroom was not well-cleaned or ventilated.

Reviewed on Jun 26, 2025

Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

4 out of 5
Downtown Louisville
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
8.8/10 Excellent! (1,007 reviews)
It was close to entertainment

Reviewed on Jul 13, 2025

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
9/10 Wonderful! (1,003 reviews)
Beautiful hotel and excellent service. Location is great too. Will stay at the Marriott when back in Louisville

Reviewed on Jul 5, 2025

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Discover the most popular places to visit in Rolling Hills

Ky Derby festival balloon glow.

Kentucky Exposition Center

4.5/5(628 reviews)

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

4.5/5(551 reviews)

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

4.5/5(606 reviews)

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

What to do in Rolling Hills

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
Historic Old Louisville Walking Tour

Historic Old Louisville Walking Tour

$15
per adult
100% of travellers recommend
Historic Old Louisville Walking Tour
Louisville: Photoshoot Walking Tour with Pictures

Louisville: Photoshoot Walking Tour with Pictures

$55
per adult
Louisville: Photoshoot Walking Tour with Pictures
See all activities in Rolling Hills

Rolling 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
$142 nightly
The price is $167 total per night from Aug 10 to Aug 11
$167 total
Aug 10 - Aug 11
Total includes taxes and fees
8.8/10 Excellent! (3,441 reviews)
"I enjoyed this stay at Galt House. The location is convenient, the rooms are nice, there are good restaurants onsite and close by. I will point out a couple of things that I did not like as much, but will note that these are minor and that I do plan on staying there again soon. The $30 a night parking ..."

Reviewed on Jul 11, 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 refundableReserve now, pay when you stay
$94 nightly
The price is $111 total per night from Jul 21 to Jul 22
$111 total
Jul 21 - Jul 22
Total includes taxes and fees
8.6/10 Excellent! (651 reviews)
"Nice and spacious. Absolutely wonderful service when we needed something."

Reviewed on Jul 12, 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 8 to Aug 9
$187 total
Aug 8 - Aug 9
Total includes taxes and fees
9.2/10 Wonderful! (1,502 reviews)
"beautiful hotel. great location"

Reviewed on Jul 10, 2025

Omni Louisville Hotel
See all 2,025 properties in Rolling 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.

Find the Best Rolling Hills Vacation Packages

Rolling Hills Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Louisville Intl. Airport (SDF)
Population
960
Top Sights
Kentucky Kingdom, Louisville Slugger Museum and Louisville Zoo

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Frequently asked questions

How much does a Rolling Hills vacation package cost?
You'll find cheap prices from $401 on Expedia for your Rolling Hills getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Rolling Hills costs.
What are the cheapest months to go to Rolling Hills?
September, November and December are great times to look for cheap Rolling Hills vacation packages. Choosing to travel in less busy periods means you can generally find reduced prices on flights and hotels.
How many days is enough for Rolling Hills?
With a well-planned itinerary, you can easily hit the top Rolling Hills sights in a handful of days. But if you want to discover lesser-known spots or go on day trips, think about booking your Rolling Hills vacation for longer.
How to find the best Rolling Hills package deals?
Begin your search for a Rolling Hills package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Rolling Hills package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Rolling Hills adventure off to a flying start.
Is it cheaper to book a Rolling Hills vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still have the freedom to create a personalized Rolling Hills vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Rolling Hills?
Secure incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Rolling Hills getaway.
Does Expedia offer Book Now, Pay Later Rolling Hills vacation packages?
If you're like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Rolling Hills trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.