Rolling Hills Vacations from $531

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The Latest Rolling Hills vacation packages

Price found within the past 48 hours. Click for updated prices.
Royal Inn

Royal Inn

2 out of 5
per person
Sep 18 - Sep 22
found 6 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Casper (CPR)
6.4/10 (554 reviews)
The staff were great. Thanks for the security. Room was very clean.

Reviewed on Aug 1, 2025

Ramkota Hotel & Conference Center

Ramkota Hotel & Conference Center

3 out of 5
per person
Oct 10 - Oct 14
found 14 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to Casper (CPR)
7.8/10 Good! (1,017 reviews)
A very pleasant stay. I would recommend and I would stay here again.

Reviewed on Aug 18, 2025

Riverside Hotel

Riverside Hotel

2.5 out of 5
per person
Sep 18 - Sep 22
found 6 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Casper (CPR)
8/10 Very Good! (590 reviews)
The walking trail is right behind the hotel. Rooms were clean and comfortable. Breakfast was good enough - eggs as well as carb choices.

Reviewed on Aug 17, 2025

AmericInn by Wyndham Casper Event Center Area

AmericInn by Wyndham Casper Event Center Area

2.5 out of 5
per person
Sep 18 - Sep 22
found 6 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Casper (CPR)
8/10 Very Good! (1,169 reviews)
Exceeded expectations. I stayed at property for nearly a month while my new home was being finished. The free breakfast was much appreciated. The cleanliness was welcome after a day at work. Definitely recommend!

Reviewed on Aug 17, 2025

Baymont by Wyndham Casper East

Baymont by Wyndham Casper East

2.5 out of 5
per person
Sep 18 - Sep 22
found 6 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Casper (CPR)
8/10 Very Good! (1,005 reviews)
Property could use some updating but overall a great stay and ten remarkable staff.

Reviewed on Aug 18, 2025

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Rolling Hills Hotel Deals

Little R&R, Entire Farmhouse, Historical 1908 Train Station

Little R&R, Entire Farmhouse, Historical 1908 Train Station

Evansville
9.6/10 Exceptional! (15 reviews)
Group convention
"Absolutely beautiful spot on the river. Reservation and check in fabulous, and communication with Host wonderful. I communicated directly with the Host, Wendy, and she instantly responded to our needs. There were some supply issues and some maintenance issues, but overall we enjoyed our stay tremendously. ..."

Reviewed on Aug 10, 2025

Get rates
Little R&R, Entire Farmhouse, Historical 1908 Train Station
Deer Creek Pony Express Cabin

Deer Creek Pony Express Cabin

Glenrock
$140 nightly
The price is $157 total per night from Sep 3 to Sep 4
$157 total
Sep 3 - Sep 4
Total includes taxes and fees
10/10 Exceptional! (14 reviews)
"Very peaceful"

Reviewed on Jul 23, 2025

Deer Creek Pony Express Cabin
Pony Express Silverleaf Retreat

Pony Express Silverleaf Retreat

Glenrock
$150 nightly
The price is $168 total per night from Sep 2 to Sep 3
$168 total
Sep 2 - Sep 3
Total includes taxes and fees
10/10 Exceptional! (2 reviews)
"Really clean with a beautiful view off the front porch. Fenced in back yard with plenty of shade. Deer and turkeys afoot. Loved the openness of the living room kitchen area. Got dinner to go from a local restaurant and ate on the front deck as the sun was going down. 12/10. Would definitely stay ..."

Reviewed on Jul 26, 2025

Pony Express Silverleaf Retreat
See all 6 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.

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Frequently asked questions

How much does a Rolling Hills vacation package cost?
Offering great value package deals from $531 on Expedia, you'll be surprised at how little a vacation to Rolling Hills costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Rolling Hills?
If you're hoping to snag a cheap Rolling Hills vacation package, consider planning a trip in December, January and February. You're likely to find lower rates on accommodations and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Rolling Hills?
Typically, a handful of days is enough to check out the major attractions during your Rolling Hills vacation. However, if you prefer to have some time to chill out or go on day trips, consider extending your itinerary.
How to find the best Rolling Hills package deals?
Use Expedia's handy filters to help you find some tempting Rolling Hills package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Rolling Hills package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
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 car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the flexibility to create a customized Rolling Hills vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Rolling Hills?
If you're planning an impromptu Rolling Hills adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Rolling Hills vacation packages?
Your Rolling Hills getaway is meant to be an escape from your busy life, not a source of money worries. So to give you that extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.