Book Hotels in Rolling Hills, WY

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Aug 7 - Aug 9
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Top Rolling Hills hotels

Deer Creek Pony Express Cabin

Deer Creek Pony Express Cabin

Glenrock WY
$140 nightly
The price is $157 total per night from Aug 19 to Aug 20
$157 total
Aug 19 - Aug 20
Total with taxes and fees
This cabin features a garden, laundry facilities, and barbecue grills.
"The cabin was the the perfect stopping place on our journey from New Mexico to Cody, Wyoming. It suited us - private, lots of character and really comfortable. Our dog loved playing ball in the fenced yard. The beds are great. The host Brittany is a great communicator."

Reviewed on Apr 16, 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

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

Pony Express Silverleaf Retreat

Glenrock WY
$140 nightly
The price is $157 total per night from Aug 21 to Aug 22
$157 total
Aug 21 - Aug 22
Total with taxes and fees
This vacation home features laundry facilities.
"Great space for our dogs and always super clean!!"

Reviewed on Nov 5, 2025

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.
"The cottage was a great place for our family. It had everything we needed and space for all of us."

Reviewed on May 18, 2026

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Opens in a new windowGlenrock Cottage - charming 4-bedroom house in Glenrock WY
RV - Hwy 59N Douglas, WY- Quiet Spot for Workers.

RV - Hwy 59N Douglas, WY- Quiet Spot for Workers.

Glenrock WY
Enjoy air conditioning.
"There was a little mix-up on where the location was. I was actually 26 miles away from the actual location. The host realized I needed a place for my brother to stay and brought the camper to us. It was so over the top in helping us have a place for my brother, who was coming in for my birthday. ..."

Reviewed on Mar 16, 2026

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Opens in a new windowRV - Hwy 59N Douglas, WY- Quiet Spot for Workers.
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.
"Great for traveling especially with horses! A wonderful place to stay during the CNFR"

Reviewed on Jun 21, 2026

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Opens in a new windowLittle R&R, Entire Farmhouse, Historical 1908 Train Station
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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 $157. 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

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

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

5 out of 5
Posted 2 months ago
Travelocity Verified Review
"Great for traveling especially with horses! A wonderful place to stay during the CNFR"
A verified traveler stayed at Little R&R, Entire Farmhouse, Historical 1908 Train Station
Little R&R, Entire Farmhouse, Historical 1908 Train Station

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