Book Hotels in Rolling Hills, WY

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Top Rolling Hills hotels

Glenrock Cottage - charming 4-bedroom house in Glenrock WY

Glenrock Cottage - charming 4-bedroom house in Glenrock WY

Glenrock, WY
This vacation home features a water park, a garden, and laundry facilities.
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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Opens in a new windowGlenrock Cottage - charming 4-bedroom house in Glenrock WY
Deer Creek Pony Express Cabin

Deer Creek Pony Express Cabin

Glenrock
$140 nightly
The price is $157 total per night from Nov 11 to Nov 12
$157 total
Nov 11 - Nov 12
Total with taxes and fees
This cabin features ski-in/ski-out access, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Loved the place!!! Very clean and location awesome!!!

Reviewed on Sep 14, 2025

Opens in a new windowDeer Creek Pony Express Cabin
Pony Express Silverleaf Retreat

Pony Express Silverleaf Retreat

Glenrock
$137 nightly
The price is $153 total per night from Nov 10 to Nov 11
$153 total
Nov 10 - Nov 11
Total with taxes and fees
This vacation home features laundry facilities.
The fenced yard was perfect for our pups to stay in while we went fishing for the day. The furnishings and all of the toiletries and cleaning supplies and coffee, etc. were fantastic! It was super quiet! The turkeys and the deer were fun to watch. The only reason I gave location a 3 is because the ...

Reviewed on Oct 7, 2025

Opens in a new windowPony Express Silverleaf Retreat
Little R&R, Entire Farmhouse, Historical 1908 Train Station

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

Evansville
A gym is featured at this farm stay, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
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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Opens in a new windowLittle R&R, Entire Farmhouse, Historical 1908 Train Station
3-bedroom mobile home with horse pasture in welcoming Evansville with WiFi

3-bedroom mobile home with horse pasture in welcoming Evansville with WiFi

Evansville
$389 nightly
The price is $436 total per night from Oct 29 to Oct 30
$436 total
Oct 29 - Oct 30
Total with taxes and fees
Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Edness Kimball Wilkins State Park and Pratts Soda Lake are located nearby.
Very convenient to the ranch we were visiting. Easy check-in. Roomy common area, modern appliances. Entire home was spotless when we arrived. Host was very responsive to our questions. As is typical in rural areas with well water, the water is very hard. However, there is a water cooler with bottled ...

Reviewed on Oct 14, 2025

Opens in a new window3-bedroom mobile home with horse pasture in welcoming Evansville with WiFi
Bobbi's Classic Motel

Bobbi's Classic Motel

201 S 4th St, Glenrock, WY
$113 nightly
The price is $126 total per night from Oct 28 to Oct 29
$126 total
Oct 28 - Oct 29
Total with taxes and fees
A restaurant is available at this motel. Take advantage of the free self parking.
Opens in a new windowBobbi's Classic Motel
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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.

Frequently asked questions

What are the top kid-friendly hotels in Rolling Hills?
Family getaways are where wonderful memories are made, but traveling with little ones can be stressful. These kid-friendly Rolling Hills hotels offer perks that aim to keep young and old alike relaxed and happy: Higgins Hotel will help make your trip the most memorable one yet. It offers an assortment of nice touches, such as a picnic area and pet-friendly facilities. Also consider Remote WY Ranch w/ 170 Acres & Views Galore!. It comes with a king bed, a deck and lots of opportunities for family time.
Where can I find cheap hotels in Rolling Hills?
At Travelocity you'll find really nice hotels in Rolling Hills at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Rolling Hills rather than in Rolling Hills. We may find you even better rates, too.
How do I find the best Rolling Hills hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Rolling Hills then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Rolling Hills?
The cheapest hotel in Rolling Hills is $126. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Rolling Hills?
There are 7 hotels in Rolling Hills on Travelocity.
What are the best hotels in Rolling Hills?
Rolling Hills has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Rolling Hills for you!
When is the best time to visit Rolling Hills?
If you want the joy of a fun-filled trip in peak season, visit Rolling Hills during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Rolling Hills?
Based on historic data is usually the cheapest month to visit Rolling Hills. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Rolling Hills?
There are multiple hotels in Rolling Hills that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Rolling Hills. We have plenty of kid-friendly hotels in Rolling Hills to choose from on Travelocity!
Why book a hotel in Rolling Hills through Travelocity?
Because we have the top hotels in Rolling Hills! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Rolling Hills on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Rolling Hills hotel reviews by fellow wanderers

Pony Express Silverleaf Retreat

Pony Express Silverleaf Retreat

5 out of 5
Posted 3 weeks ago
Travelocity Verified Review
"The fenced yard was perfect for our pups to stay in while we went fishing for the day. The furnishings and all of the toiletries and cleaning supplies and coffee, etc. were fantastic! It was super quiet! The turkeys and the deer were fun to watch. The only reason I gave location a 3 is because the neighborhood is pretty rundown, except for the Silverleaf Resort."
A verified traveler stayed at Pony Express Silverleaf Retreat
Pony Express Silverleaf Retreat

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