Rolling Hills Vacation Packages

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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.

Top Rolling Hills Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Louisville South I 65

Baymont by Wyndham Louisville South I 65

2.5 out of 5
Price was CA $1,389, price is now CA $1,209 per person
CA $1,209
per person
Sep 10 - Sep 13
found 7 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Louisville (SDF)
6.4/10 (1,003 reviews)
Hole in the door, the shower was broke did not help to fix it. I told her about the door. She said we still couldn’t put me in a different room I had booked the Jacuzzi room. Did I receive a Jacuzzi room said I booked the wrong room not never staying here a again no elevators

Reviewed on Jun 27, 2026

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Price was CA $1,739, price is now CA $1,526 per person
CA $1,526
per person
Sep 18 - Sep 21
found 18 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Louisville (SDF)
9/10 Wonderful! (4,141 reviews)
Checking in was a breeze, everyone was so helpful and so nice!! Rodger helped my husband put together a great tour of Churchill Downs!

Reviewed on Jul 1, 2026

21c Museum Hotel Louisville

21c Museum Hotel Louisville

4.5 out of 5
Downtown Louisville
Price was CA $2,071, price is now CA $1,826 per person
CA $1,826
per person
Sep 18 - Sep 21
found 18 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Louisville (SDF)
9.4/10 Exceptional! (1,000 reviews)
I’ve always wanted to stay in a 21C hotel and I am glad I made the decision to in Louisville. Not only was the art awe inspiring, but the hotel and its staff were amazing. They were very accommodating, everything was clean and cute, and they even give you a free nightcap shot of bourbon. The location was near a lot of the sites I wanted to visit. I would definitely stay here again.

Reviewed on Jun 30, 2026

Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was CA $1,498, price is now CA $1,335 per person
CA $1,335
per person
Sep 26 - Sep 28
found 10 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Louisville (SDF)
9.2/10 Wonderful! (783 reviews)
Great location, the staff was friendly and room was clean

Reviewed on Jun 29, 2026

Aloft by Marriott Louisville Downtown

Aloft by Marriott Louisville Downtown

3 out of 5
Downtown Louisville
Price was CA $1,669, price is now CA $1,508 per person
CA $1,508
per person
Sep 18 - Sep 21
found 18 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Louisville (SDF)
9/10 Wonderful! (1,004 reviews)
Nice clean place to stay within walking distance to restaurants and some shopping

Reviewed on Jul 1, 2026

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Rolling Hills Hotel Deals

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
The price is CA $156 per night from Jul 19 to Jul 20
CA $156
CA $184 total
Jul 19 - Jul 20
includes taxes & fees
8.8/10 Excellent! (1,653 reviews)
"Nothing"

Reviewed on Jul 1, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
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
The price is CA $219 per night from Jul 5 to Jul 6
CA $219
CA $257 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (4,133 reviews)
"Checking in was a breeze, everyone was so helpful and so nice!! Rodger helped my husband put together a great tour of Churchill Downs!"

Reviewed on Jul 1, 2026

Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Aug 2 to Aug 3
CA $170
CA $200 total
Aug 2 - Aug 3
includes taxes & fees
9.4/10 Exceptional! (1,955 reviews)
"Loved the location and the cleanliness of the hotel"

Reviewed on Jun 29, 2026

Omni Louisville Hotel
See all 2,114 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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
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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 $178
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby

Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby

CA $38
per adult
100% of travellers recommend
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby
Lace, Lunacy, and Loss: Louisville Ghost Tours

Lace, Lunacy, and Loss: Louisville Ghost Tours

CA $44
per adult
Lace, Lunacy, and Loss: Louisville Ghost Tours
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 $1,209 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.