Book Hotels in Rolling Hills, WY

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Rolling Hills hotels

Deer Creek Pony Express Cabin

Deer Creek Pony Express Cabin

Glenrock WY
The price is $168 total per night from Oct 26 to Oct 27
$168 total
per night
Oct 26 - Oct 27
This cabin features a garden, laundry facilities, and barbecue grills.
"This little cabin was perfect for a night passing through while traveling. We arrived at dark so the little road to get to it was a little confusing but overall the location was quiet and great. It was very clean and my girls loved the board games the host had to play."

Reviewed on Sep 28, 2026

Opens in a new windowDeer Creek Pony Express Cabin
Bobbi's Classic Motel

Bobbi's Classic Motel

2 out of 5
201 S 4th St Glenrock WY
A restaurant is available at this motel. Take advantage of the free self parking.
"Easy check in process. Cute rooms!"

Reviewed on Mar 25, 2026

Get rates
Opens in a new windowBobbi's Classic Motel
Pony Express Silverleaf Retreat

Pony Express Silverleaf Retreat

Glenrock WY
This vacation home features laundry facilities.
"Great space for our dogs and always super clean!!"

Reviewed on Nov 5, 2025

Get rates
Opens in a new windowPony Express Silverleaf Retreat
Glenrock Cottage - charming 4-bedroom house in Glenrock WY

Glenrock Cottage - charming 4-bedroom house in Glenrock WY

Glenrock WY
This vacation home includes a garden and laundry facilities.
"It was perfect for our group and purpose"

Reviewed on Aug 31, 2026

Get rates
Opens in a new windowGlenrock Cottage - charming 4-bedroom house in Glenrock WY
Little R&R, Entire Farmhouse, Historical 1908 Train Station

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

Evansville WY
A gym is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
"I was traveling home to see my mom with my three adult children and their significant others. It was important to me that everyone had their own space. Wherever we stayed, we needed something for everyone. Little R&R checked boxes that we didn’t know we had. The lush green grass in the yard was a ..."

Reviewed on Aug 16, 2026

Get rates
Opens in a new windowLittle R&R, Entire Farmhouse, Historical 1908 Train Station
Don't see what you're looking for?
See all available properties in Rolling Hills
View all properties
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 $168. 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 6 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

Deer Creek Pony Express Cabin

Deer Creek Pony Express Cabin

5 out of 5
Posted 1 month ago
Travelocity Verified Review
"This little cabin was perfect for a night passing through while traveling. We arrived at dark so the little road to get to it was a little confusing but overall the location was quiet and great. It was very clean and my girls loved the board games the host had to play."
A verified traveler stayed at Deer Creek Pony Express Cabin
Deer Creek Pony Express Cabin

Explore More Ways to Travel with Travelocity