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Top Luxury vacation packages in Willamette Valley

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

Hotel Lucia

Downtown Portland

￥176,724

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip flight included

Tokyo (HND) to Portland (PDX)

9.2/10 Wonderful! (1,249 reviews)

You have to request to have linen’s changed. Very basic amenities.

Reviewed on Oct 22, 2025

Dossier Hotel

Downtown Portland

￥189,322

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip flight included

Tokyo (HND) to Portland (PDX)

9.4/10 Exceptional! (1,246 reviews)

Great property. Great rooms and views of city from room. Loved the king premium suite. Classy. Comfy bed and pillows.

Reviewed on Oct 20, 2025

Sentinel Hotel

Downtown Portland

￥200,654

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip flight included

Tokyo (HND) to Portland (PDX)

8.8/10 Excellent! (1,007 reviews)

Helpful, accommodating staff, nice ambiance, quiet, well appointed, clean, comfortable rooms

Reviewed on Oct 20, 2025

Heathman Hotel

Downtown Portland

￥197,631

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip flight included

Tokyo (HND) to Portland (PDX)

9.2/10 Wonderful! (1,017 reviews)

Great boutique hotel! Beautiful

Reviewed on Oct 18, 2025

Hotel deLuxe

Downtown Portland

￥192,670

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip flight included

Tokyo (HND) to Portland (PDX)

8.8/10 Excellent! (1,012 reviews)

We love this place. It’s old school Hollywood vibes make it feel like you’re staying at a luxury hotel. We ate breakfast at Gracie’s and it didn’t disappoint. Perfect size portions of hard to pick which one breakfast yummies.

Reviewed on Oct 19, 2025

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5* Luxury vacations in Willamette Valley

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

Sentinel Hotel

Downtown Portland

￥200,654

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip flight included

Tokyo (HND) to Portland (PDX)

8.8/10 Excellent! (1,007 reviews)

Helpful, accommodating staff, nice ambiance, quiet, well appointed, clean, comfortable rooms

Reviewed on Oct 20, 2025

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Top Luxury Willamette Valley Hotels

The Benson Portland, Curio Collection by Hilton

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

Heathman Hotel

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

The Nines, a Luxury Collection Hotel, Portland

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

See all 5,235 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.