Willamette Valley Luxury Vacations

Book a Luxury Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥45,448 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

    Rest easy

    Plan, book, and manage your trip all in one place

Top Luxury vacation packages in Willamette Valley

Price found within the past 48 hours. Click for updated prices.
Hotel Lucia
Dossier Hotel
Sentinel Hotel
Heathman Hotel
Hotel deLuxe
Don't see what you're looking for?
See all available trips from Tokyo to Willamette Valley
View all trips

5* Luxury vacations in Willamette Valley

Price found within the past 48 hours. Click for updated prices.
Sentinel Hotel
Don't see what you're looking for?
See all available trips from Tokyo to Willamette Valley
View all trips

Top Luxury Willamette Valley Hotels

The Benson Portland, Curio Collection by Hilton

The Benson Portland, Curio Collection by Hilton

4 out of 5
309 SW Broadway, Portland, OR
  • 7 hours drive from Crater Lake National Park
Discover luxurious lodging at The Benson Portland, Curio Collection by Hilton, where you can enjoy amenities like premium mattresses, Egyptian cotton sheets, ...
9/10 Wonderful! (1,091 reviews)
Great, historic hotel!

Reviewed on Oct 21, 2025

The Benson Portland, Curio Collection by Hilton
Heathman Hotel

Heathman Hotel

4.5 out of 5
1001 SW Broadway, Portland, OR
  • 7 hours drive from Crater Lake National Park
Treat yourself to some luxurious accommodations at Heathman Hotel, where you can enjoy amenities like massage services, designer toiletries, and more. Sought-after ...
9/10 Wonderful! (1,027 reviews)
Great boutique hotel! Beautiful

Reviewed on Oct 18, 2025

Heathman Hotel
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
525 SW Morrison Street, Portland, OR
  • 7 hours drive from Crater Lake National Park
The Nines, a Luxury Collection Hotel, Portland is one of the Portland luxury 5-star boutique properties where you can pamper yourself with pillowtop beds, rainfall ...
9/10 Wonderful! (1,009 reviews)
Stayed one night for an event. I had a comfortable and amazing stay at The Nines, it has all what a luxury hotel should have I anticipated. From the friendly concierge,

Reviewed on Oct 14, 2025

The Nines, a Luxury Collection Hotel, Portland
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.