Crook County Vacations & Trips from $418

Book a Hotel + Flight or Car together to unlock savings

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Your Crook County Vacation

Book a vacation package to Crook County and make planning your getaway quick and easy. With all the logistics organized before you depart, you can focus on enjoying every second in this lively destination. Not sure where to stay first? Prineville is one of the leading cities to visit during a trip to Crook County. Whether you plan to travel on a shoestring or want to splurge, Expedia are here to help you customize your next Crook County vacation.

The Latest Crook County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Seventh Mountain Resort
Canyon Rim at Eagle Crest
Brasada Ranch
Ski Inn Taphouse Hotel
WorldMark Eagle Crest

Crook County Hotel Deals

High Desert Inn

High Desert Inn

2 out of 5
123 NE 3rd Street, Prineville, OR
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $64 total per night from Sep 8 to Sep 9
$64 total
Sep 8 - Sep 9
Total with taxes and fees
High Desert Inn
Brasada Ranch

Brasada Ranch

4 out of 5
16986 Sw Brasada Ranch Rd, Powell Butte, OR
Fully refundableReserve now, pay when you stay
$330 nightly
The price is $363 total per night from Oct 1 to Oct 2
$363 total
Oct 1 - Oct 2
Total with taxes and fees
9.2/10 Wonderful! (300 reviews)
"comfortable beds, good amenities. Nice to have multiple eating places. Hot tub was lovely after a long day of hiking."

Reviewed on Aug 28, 2025

Brasada Ranch
Country Inn & Suites by Radisson, Prineville, OR

Country Inn & Suites by Radisson, Prineville, OR

2.5 out of 5
1773 NE Third Street, Prineville, OR
Fully refundable
$143 nightly
The price is $157 total per night from Sep 7 to Sep 8
$157 total
Sep 7 - Sep 8
Total with taxes and fees
Country Inn & Suites by Radisson, Prineville, OR
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.