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Top Luxury vacation packages in Western Oregon

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

Hotel deLuxe

Downtown Portland

￥187,160

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip non-stop 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

Dossier Hotel

Downtown Portland

￥193,456

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Portland (PDX)

9.4/10 Exceptional! (1,246 reviews)

The front desk staff were so friendly.

Reviewed on Oct 28, 2025

Sentinel Hotel

Downtown Portland

￥205,590

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Portland (PDX)

8.8/10 Excellent! (1,007 reviews)

Beautiful hotel. Staff was nice. No breakfast bar to speaf of, just coffee.

Reviewed on Oct 25, 2025

Heathman Hotel

Downtown Portland

￥204,756

per person

Dec 29 - Jan 3

found 8 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Portland (PDX)

9.2/10 Wonderful! (1,017 reviews)

the room was sufficiently clean but lacked amenities that would make me consider it a 4star hotel as advertised. They are starting renovations that closed off the library and may be a concern for noise for upcoming guests. parking is valet only for a whole $55/night (yikes).

Reviewed on Oct 28, 2025

The Benson Portland, Curio Collection by Hilton

Downtown Portland

￥197,722

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Portland (PDX)

9/10 Wonderful! (1,075 reviews)

The hotel itself was really nice, we loved how historic it was but with it being old.. the room doors have a gap to the hallway and the walls are thin so you can hear everything, the bathrooms felt like a RV bathroom they’re so tiny, the bed and pillows are super uncomfortable. Other than that, the staff was friendly & the location was great.

Reviewed on Oct 29, 2025

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5* Luxury vacations in Western Oregon

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

Sentinel Hotel

Downtown Portland

￥205,590

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Portland (PDX)

8.8/10 Excellent! (1,007 reviews)

Beautiful hotel. Staff was nice. No breakfast bar to speaf of, just coffee.

Reviewed on Oct 25, 2025

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Top Luxury Western Oregon 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! (1,092 reviews)

Quintessentially Portland at it’s best, it’s a cute place with a great location.

Reviewed on Oct 28, 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! (1,007 reviews)

The location can’t be beat - right next to Symphony Hall and incredible dining options and you can walk anywhere. The dining is good and the bar area is lovely. This is a great classic hotel in a great part of Portland.

Reviewed on Oct 27, 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! (1,003 reviews)

Staff went above and beyond.

Reviewed on Oct 22, 2025

See all 11,762 properties in Western Oregon

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.