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Flight and Cheap hotel deals in Willamette Valley

Price found within the past 48 hours. Click for updated prices.

The Hotel Zags Portland

Downtown Portland

CA $816

per person

May 27 - Jun 3

found 23 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Portland (PDX)

8.6/10 Excellent! (1,007 reviews)

Clean, friendly staff, enjoyed complimentary smores on the patio, arcade and box games, pinball. Would love to go back.

Reviewed on Mar 20, 2026

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3 Night Cheap holidays in Willamette Valley

Price found within the past 48 hours. Click for updated prices.

The Hotel Zags Portland

Downtown Portland

CA $617

per person

Apr 23 - Apr 26

found 6 hours ago

Roundtrip flight included

Vancouver (YVR) to Portland (PDX)

8.6/10 Excellent! (1,007 reviews)

Clean, friendly staff, enjoyed complimentary smores on the patio, arcade and box games, pinball. Would love to go back.

Reviewed on Mar 20, 2026

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4 Night Cheap holidays in Willamette Valley

Price found within the past 48 hours. Click for updated prices.

Eastside Lodge

Southeast Portland

CA $890

per person

May 4 - May 8

found 21 hours ago

Roundtrip flight included

Hamilton (YHM) to Portland (PDX)

8.4/10 Very Good! (1,013 reviews)

Staff was cordial, but the condition of this old building and the noisy area around it were detracting.

Reviewed on Mar 14, 2026

Park Lane Suites and Inn

Southwest Portland

CA $939

per person

May 4 - May 8

found 21 hours ago

Roundtrip flight included

Hamilton (YHM) to Portland (PDX)

8.8/10 Excellent! (1,668 reviews)

Great stay. Centrally located to shopping, restaurants and bars. The staff are amazing and the suites are newly renovated and very clean. Our only beef was the noise level at night. It's a dog friendly hotel, which is awesome, however we listened to dogs barking and howling most of the night... Ask for a top floor room.

Reviewed on Mar 20, 2026

Red Lion Hotel Portland Airport

Northeast Portland

CA $923

per person

May 4 - May 8

found 21 hours ago

Roundtrip flight included

Hamilton (YHM) to Portland (PDX)

7.8/10 Good! (2,761 reviews)

The front desk staff was the best thing about this hotel. O was gone from my room from 8:00am until 6:30 Pm and my room wasn’t cleaned when I returned. It is in great need of a makeover.

Reviewed on Mar 20, 2026

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Cheap Hotels in Willamette Valley

Park Lane Suites and Inn

809 SW King Avenue Portland OR

7 hours drive from Crater Lake National Park

Stay at this hotel in Portland. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...

8.8/10 Excellent! (1,674 reviews)

Great stay. Centrally located to shopping, restaurants and bars. The staff are amazing and the suites are newly renovated and very clean. Our only beef was the noise level at night. It's a dog friendly hotel, which is awesome, however we listened to dogs barking and howling most of the night... Ask ...

Reviewed on Mar 20, 2026

The Paramount Hotel

808 SW Taylor St Portland OR

7 hours drive from Crater Lake National Park

Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...

9.2/10 Wonderful! (3,264 reviews)

I had booked this several months in advance. And I wanted early check-in. It was not till the day of They finally told me that. Oh yeah, I could finally check in early. I had several events I was going to that day and I really needed that information prior to the day of. I called several times to ...

Reviewed on Mar 20, 2026

Courtyard by Marriott Portland City Center

550 SW Oak Street Portland OR

7 hours drive from Crater Lake National Park

Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...

8.8/10 Excellent! (2,355 reviews)

Great location. I was able to walk to the beer garden and downtown area.

Reviewed on Mar 20, 2026

See all 5,351 properties in Willamette Valley

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.