Rolling Hills Vacation Packages

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Rolling Hills Hotel Deals

Bobbi's Classic Motel

201 S 4th St Glenrock WY

CA $120

CA $135 total

Apr 26 - Apr 27

includes taxes & fees

10/10 Exceptional! (2 reviews)

Easy check in process. Cute rooms!

Reviewed on Mar 25, 2026

Deer Creek Pony Express Cabin

Glenrock WY

CA $144

CA $192 total

May 4 - May 5

includes taxes & fees

10/10 Exceptional! (21 reviews)

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

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

Evansville WY

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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.