Photo by 33andfree
Open Photo by 33andfree
Crook County Vacations & Trips from $530
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top destinations in Crook County
The Latest Crook County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Budget Inn Bend
Sep 15 - Sep 19Budget Inn Bend + Flight
Old Farm District4 nights2.5 star property7.0/10 - Good (86 reviews)Roundtrip • San Diego (SAN) - Redmond (RDM)SAN - RDM • Nonstop RDM - SAN • Nonstop$724$530found 2 hours agoper traveler - The Pines at Sunriver
Sep 15 - Sep 19The Pines at Sunriver + Flight
Sunriver4 nights3.0 star property9.4/10 - Exceptional (450 reviews)"I wish we could have stayed longer"Reviewed August 5, 2026Roundtrip • San Diego (SAN) - Redmond (RDM)SAN - RDM • Nonstop RDM - SAN • Nonstop - Brasada Ranch
Sep 15 - Sep 19Brasada Ranch + Flight
Powell Butte4 nights4.0 star property9.4/10 - Exceptional (376 reviews)"Bring groceries"Reviewed August 7, 2026Roundtrip • San Diego (SAN) - Redmond (RDM)SAN - RDM • Nonstop RDM - SAN • Nonstop - The Lodge at Eagle Crest Resort
Sep 15 - Sep 19The Lodge at Eagle Crest Resort + Flight
Redmond4 nights3.5 star property7.8/10 - Good (1,013 reviews)"Booked two rooms, one for our daughters and one for my husband and me. Both rooms were dank, moldy, furniture worn down, old scraps of food left behind the night stands. Shower floors had black mold. Couches smelled like they had been pulled from a dog kennel. Carpets black with filth. Edges around bathroom floors were still dirty, as if the cleaning crew had not cleaned the whole floor. The bed sheets were too small and kept coming off the mattress all night. Truly shocking considering the..."Reviewed August 6, 2026Roundtrip • San Diego (SAN) - Redmond (RDM)SAN - RDM • Nonstop RDM - SAN • Nonstop$776$606found 9 hours agoper traveler - Riverhouse Lodge
Sep 15 - Sep 19Riverhouse Lodge + Flight
Boyd Acres4 nights3.5 star property9.2/10 - Wonderful (1,372 reviews)Roundtrip • San Diego (SAN) - Redmond (RDM)SAN - RDM • Nonstop RDM - SAN • Nonstop$1,155$945found 9 hours agoper traveler
Discover the most popular places to visit in Crook County
What to do in Crook County
1.5 Hours Private Meditations with the Horses in Oregon
$200
per adult
0% of travelers recommend
Crook County Hotel Deals
Country Inn & Suites by Radisson, Prineville, OR
Country Inn & Suites by Radisson, Prineville, OR2.5 star property
0.5 mi from Crook County
9.2 out of 10, Wonderful, (1,000 reviews)
9.2/10
Wonderful
(1,000 reviews)
$138 nightly
The price is $152
$152 total
Aug 30 - Aug 31
Total with taxes and fees
6.8 out of 10, (691 reviews)
6.8/10
(691 reviews)
"Budget hotel - get what you pay for. Worked for my needs."
$86 nightly
The price is $94
$94 total
Sep 7 - Sep 8
Total with taxes and fees
8.8 out of 10, Excellent, (955 reviews)
8.8/10
Excellent
(955 reviews)
"Great Breakfast, Clean Quite rooms, Walking to several food areas."
$158 nightly
The price is $174
$174 total
Aug 30 - Aug 31
Total with taxes and fees
9.4 out of 10, Exceptional, (376 reviews)
9.4/10
Exceptional
(376 reviews)
"Bring groceries"
$283 nightly
The price is $311
$311 total
Aug 23 - Aug 24
Total with taxes and fees
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.
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.