Rolling Hills Vacations from $413

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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
Price was $476, price is now $413 per person
$413
per person
Jan 8 - Jan 12
found 10 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Casper (CPR)
6.4/10 (572 reviews)
Room was clean. Bathroom was clean. Good value for the cost.

Reviewed on Oct 15, 2025

Riverside Hotel

Riverside Hotel

2.5 out of 5
Price was $524, price is now $427 per person
$427
per person
Jan 8 - Jan 12
found 10 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Casper (CPR)
7.8/10 Good! (702 reviews)
Most of the "hot" bteeakfast items were barely warm (at 6:00). The bagel was VERY hard and dry, obviously a few days old. But there were enough other options and the room was comfortable so wed stay again. We like light so opened the curtains. However, the windows hadn't been cleaned for a VERY long time so we closed the curtains! Otherwise it was clean.

Reviewed on Oct 28, 2025

Days Inn by Wyndham Casper

Days Inn by Wyndham Casper

2 out of 5
Price was $502, price is now $424 per person
$424
per person
Jan 8 - Jan 12
found 10 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Casper (CPR)
7.4/10 Good! (1,012 reviews)
Front desk was very accommodating: My wife has bad knees & stairs are ALWAYS an issue. We were give a ground level floor w/short access outside. Might not seem like much but to us it’s everything. Tyvm!

Reviewed on Oct 28, 2025

Super 8 by Wyndham Casper West by the River

Super 8 by Wyndham Casper West by the River

2 out of 5
Price was $481, price is now $431 per person
$431
per person
Jan 8 - Jan 12
found 10 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Casper (CPR)
8.6/10 Excellent! (1,013 reviews)
We stayed 4 days had booked 5 but an emergency came up had to leave early because we prepaid they refused any reimbursement. The driveway is badly rutted and can damage your car. Although the staff is excellent they offer the very same limited breakfast everyday. The door to the room was very hard to open and the facility very dated.

Reviewed on Oct 29, 2025

Super 8 by Wyndham Casper East/Evansville

Super 8 by Wyndham Casper East/Evansville

2 out of 5
Price was $497, price is now $447 per person
$447
per person
Jan 8 - Jan 12
found 10 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Casper (CPR)
6.2/10 (522 reviews)
Good value for the price.

Reviewed on Oct 15, 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! (18 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

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Little R&R, Entire Farmhouse, Historical 1908 Train Station
Glenrock Cottage - charming 4-bedroom house in Glenrock WY

Glenrock Cottage - charming 4-bedroom house in Glenrock WY

Glenrock, WY
10/10 Exceptional! (2 reviews)
Very clean, had every imaginable amenity in kitchen and personal toiletries. TV a little persnickety. Host very responsive.

Reviewed on Sep 24, 2025

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Glenrock Cottage - charming 4-bedroom house in Glenrock WY
Bobbi's Classic Motel

Bobbi's Classic Motel

201 S 4th St, Glenrock, WY
$95 nightly
The price is $106 total per night from Nov 1 to Nov 2
$106 total
Nov 1 - Nov 2
Total with taxes and fees
Bobbi's Classic Motel
See all 7 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

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Frequently asked questions

How much does a Rolling Hills vacation package cost?
Offering great value package deals from $413 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.