Rolling Hills Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

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.

Top Rolling Hills Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

Shively
CA $1,016
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
8.6/10 Excellent! (1,005 reviews)
Moxy Louisville Downtown

Moxy Louisville Downtown

Downtown Louisville
CA $1,556
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
9.2/10 Wonderful! (818 reviews)
Great place to stay.

Reviewed on Aug 31, 2026

SpringHill Suites by Marriott Louisville Downtown

SpringHill Suites by Marriott Louisville Downtown

Downtown Louisville
CA $1,427
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
8.6/10 Excellent! (1,005 reviews)
the view as I look out over the city ar night

Reviewed on Aug 29, 2026

Holiday Inn Louisville Downtown by IHG

Holiday Inn Louisville Downtown by IHG

Downtown Louisville
CA $1,243
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
8/10 Very good! (995 reviews)
Towneplace Suites By Marriott Louisville Downtown

Towneplace Suites By Marriott Louisville Downtown

Downtown Louisville
CA $1,404
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
9.2/10 Wonderful! (722 reviews)

Ready to book your vacation to Rolling Hills?

Choose your dates

Rolling Hills Hotel Deals

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
CA $217
CA $255 total
Sep 10 - Sep 11
includes taxes & fees
Galt House Hotel Trademark Collection by Wyndham
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
CA $108
CA $128 total
Sep 3 - Sep 4
includes taxes & fees
Holiday Inn Express & Suites Louisville Downtown by IHG
Omni Louisville Hotel

Omni Louisville Hotel

400 S. 2nd Street Louisville KY
CA $277
CA $326 total
Sep 2 - Sep 3
includes taxes & fees
9.4/10 Exceptional! (2,105 reviews)
"The Hotel was beautiful but the staff really made it shine!"

Reviewed on Aug 31, 2026

Omni Louisville Hotel
See all 2,164 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.

What to do in Rolling Hills

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

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

CA $179
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

CA $28
per adult
94% 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

CA $22
per adult
General Admission Ticket to Frazier History Museum
See all activities in Rolling Hills

Frequently asked questions

How much does a Rolling Hills vacation package cost?
You'll find cheap prices from CA $1,016 on Expedia for your Rolling Hills escape. However, a range of factors like the length of stay, the season 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?
You can typically find lower prices and greater availability in January, February and November. Take a look at our cheap Rolling Hills vacation packages and you could land some great off-season deals.
How many days is enough for Rolling Hills?
Rolling Hills vacations can be short or long, but to get a real feel for this place, we'd say 2 days is about right. This will mean you can visit top sights like Oxmoor Centre and Paddock Shops and track down some lesser-known spots. Don't forget to visit neighbourhoods such as Hurstbourne and Lyndon either. If you're clever with your time, you can even take a day trip outside of Rolling Hills too.
How to find the best Rolling Hills package deals?
Begin your search for a Rolling Hills package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Rolling Hills package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Rolling Hills adventure underway.
Is it cheaper to book a Rolling Hills vacation as a package?
You can enjoy significant savings on your Rolling Hills getaway by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Rolling Hills?
If you're considering a spontaneous Rolling Hills adventure, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Rolling Hills?
  1. Pick your travel dates: The things you'd like to do in Rolling Hills and your favourite season can help you decide when to get away.
  2. Set your budget: Factor in costs such as food, flights and transportation when calculating how much to put aside for your trip to Rolling Hills. Then, pick a property that fits your budget, whether that's a low-cost option or a more luxurious getaway.
  3. Decide how long to go for: Now that you're more familiar with Rolling Hills, you can figure out the perfect length of your vacation. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Rolling Hills vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.