Top Luxury vacation packages in Western Oregon

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

Dossier Hotel

Downtown Portland

￥227,898

per person

Jul 13 - Jul 19

found 1 day ago

Roundtrip non-stop flight included

Osaka (OSA) to Portland (PDX)

9.4/10 Exceptional! (1,408 reviews)

Our room was clean and tastefully decorated. The staff were always asking if there was anything they could for us. When their top chef was on duty, the breakfast was great. Claudio parked and retrieved our car and was helpful with local advice. He set the good tone for all that followed during our stay. The front desk was friendly and flexible and dealt with my needs before and after my hernia repair surgery, making sure my linen was freshly changed on the day I left the hospital and returned to the Dossier. I've mentioned Claudio in this review yet there were many others who were very helpful too but I can't recall their names! All in all my wife and I had a very pleasant stay which helped my recovery go as smoothly as it did.

Reviewed on May 8, 2026

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland

￥251,413

per person

Jul 13 - Jul 19

found 1 day ago

Roundtrip non-stop flight included

Osaka (OSA) to Portland (PDX)

9.2/10 Wonderful! (1,001 reviews)

Excellent as always and a super attentive staff!

Reviewed on May 11, 2026

Sentinel Hotel

Downtown Portland

￥249,218

per person

Jul 13 - Jul 19

found 1 day ago

Roundtrip non-stop flight included

Osaka (OSA) to Portland (PDX)

8.8/10 Excellent! (1,004 reviews)

pet friendly, staff were friendly and helpful, hotel was centralized and convenient.

Reviewed on May 10, 2026

Hotel Eastlund, BW Premier Collection

Northeast Portland

￥248,798

per person

Jul 13 - Jul 19

found 1 day ago

Roundtrip non-stop flight included

Osaka (OSA) to Portland (PDX)

9.2/10 Wonderful! (1,928 reviews)

This location is perfect for us. We didn’t eat at the restaurant upstairs this time because Portland does have a lot of great choices, however, it is good food, and I love the possibility of that. The room was clean as could be the bed was comfortable – I like everything about this hotel except perhaps valet parking.

Reviewed on May 12, 2026

Heathman Hotel

Downtown Portland

￥236,440

per person

Jul 13 - Jul 19

found 1 day ago

Roundtrip non-stop flight included

Osaka (OSA) to Portland (PDX)

9.2/10 Wonderful! (1,010 reviews)

There were plenty of parking areas around the Heathman.

Reviewed on May 9, 2026

Don't see what you're looking for?

See all available trips from Osaka to Western Oregon

View all trips

5* Luxury vacations in Western Oregon

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

Sentinel Hotel

Downtown Portland

￥249,218

per person

Jul 13 - Jul 19

found 1 day ago

Roundtrip non-stop flight included

Osaka (OSA) to Portland (PDX)

8.8/10 Excellent! (1,004 reviews)

pet friendly, staff were friendly and helpful, hotel was centralized and convenient.

Reviewed on May 10, 2026

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland

￥251,413

per person

Jul 13 - Jul 19

found 1 day ago

Roundtrip non-stop flight included

Osaka (OSA) to Portland (PDX)

9.2/10 Wonderful! (1,001 reviews)

Excellent as always and a super attentive staff!

Reviewed on May 11, 2026

Don't see what you're looking for?

See all available trips from Osaka to Western Oregon

View all trips

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, ...

9.2/10 Wonderful! (1,270 reviews)

Water pressure was strong. Such a plus for an old hotel. Staff is friendly and helpful. Breakfast was not memorable. Unhoused are rampant in the area. Choose where to go. Valet parking is $59 a day. best to valet to be safe. There’s a speakeasy in the hotel but wasn’t able to get in.

Reviewed on May 11, 2026

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 designer toiletries, HDTVs, and more. Sought-after amenities ...

9.2/10 Wonderful! (1,015 reviews)

This was one of my most favorite stays in a beautiful boutique hotel. (And I’m super bougie so I’m very particular lol). The space was beautiful, the rooms spotless and the staff were amazing. I won’t stay anywhere else in Portland. Thanks for making such a great first impression.

Reviewed on May 10, 2026

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 ...

9.2/10 Wonderful! (1,005 reviews)

Excellent as always and a super attentive staff!

Reviewed on May 11, 2026

See all 12,059 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.