Default HTG hotel image

Find hotels in Rolling Hills, WY

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 9 - Sep 10
Tomorrow
Sep 10 - Sep 11
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Filter by

Star rating

Guest rating

Save an average of 15% on thousands of hotels when you're signed in

Top Rolling Hills Hotel Reviews

Glenrock Cottage -  charming 4-bedroom house in Glenrock WY

Glenrock Cottage - charming 4-bedroom house in Glenrock WY

10/10 Excellent
"It was perfect for our group and purpose"
Gretty G. 7-night trip
Posted 9 days ago
Glenrock 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

10/10 Excellent
"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 pleasant surprise! We are already planning another trip!"
Tracy M. 6-night trip
Posted 3 weeks ago
Little R&R, Entire Farmhouse, Historical 1908 Train Station
Deer Creek Pony Express Cabin

Deer Creek Pony Express Cabin

10/10 Excellent
"Adorable cabin. Enjoyed the porch, watching the deer and turkeys across the road. The cabin was clean & inviting. Wished we could have stayed more than 1 night. I highly recommend this cabin."
MARGARET 1-night trip
Posted 1 month ago
Deer Creek Pony Express Cabin
Bobbi's Classic Motel

Bobbi's Classic Motel

10/10 Excellent
"Easy check in process. Cute rooms!"
Haylee 3-night trip
Posted 6 months ago
Bobbi's Classic Motel
RV - Hwy 59N Douglas, WY- Quiet Spot for Workers.

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

10/10 Excellent
"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. If you need a place to stay, the camper is wonderful, and so is the host who bent over backwards for us. My brother said the camper was comfortable, and it was so convenient to have it right by us. I drove by the location in Douglas, and it seems like a nice, safe place to stay."
Melody D. 2-night trip
Posted 6 months ago
RV - Hwy 59N Douglas, WY- Quiet Spot for Workers.
Pony Express Silverleaf Retreat

Pony Express Silverleaf Retreat

10/10 Excellent
"Great space for our dogs and always super clean!! "
Wade M. 2-night trip
Posted 11 months ago
Pony Express Silverleaf Retreat

More cheap stays in Rolling Hills

Bobbi's Classic Motel

Bobbi's Classic Motel

201 S 4th St Glenrock WY
Get rates
10/10 Exceptional! (2 reviews)
Bobbi's Classic Motel

Hotels in Rolling Hills with star rating

Frequently asked questions

What is the best area to stay in Rolling Hills?
The best area to stay in Rolling Hills is the central district around Main Street, which offers the most convenience and access to local amenities.This area is the heart of Rolling Hills, characterised by its pedestrian-friendly layout and proximity to the town's main attractions. You'll find a selection of local eateries, boutique shops, and the town's park all within easy walking distance. Main Street itself is the primary thoroughfare, where most of the activity is concentrated.Couples looking for a relaxed yet engaging stay will find this area particularly appealing. The ease of access to restaurants for evening meals and the ability to stroll to the park or local shops make for a comfortable and enjoyable experience. Many of the accommodations here offer a pleasant, welcoming atmosphere, superb for unwinding after a day of exploring.For solo travellers, staying near Main Street provides a sense of community and easy access to everything you might need. The central location means you can easily meet locals, grab a coffee, or find a spot to read without needing to travel far.
When is the best time to go to Rolling Hills?
The best time to visit Rolling Hills is during the summer months, from June to August, for pleasant weather and a full range of outdoor activities.During this period, the days are typically warm and sunny, with average temperatures in the low to mid-20s Celsius. This makes it ideal for exploring the surrounding natural landscapes, including the nearby Thunder Basin National Grassland, which offers opportunities for hiking, wildlife spotting, and photography. It's also a great time to visit the local ranches and experience cowboy culture.For those interested in fishing or water activities, the warmer summer temperatures ensure that local lakes and rivers are accessible and inviting.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Rolling Hills.
How much is the nightly rate at a Rolling Hills hotel?
Prices for hotels in Rolling Hills often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia