
Oregon Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to $1,045 when you book a flight and hotel together*
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Top Luxury vacation packages in Oregon

Dossier Hotel
Reviewed on Jan 5, 2026

The Nines, a Luxury Collection Hotel, Portland
Reviewed on Dec 28, 2025

The Hotel Zags Portland
Reviewed on Jan 8, 2026

Kimpton Riverplace Hotel by IHG
Reviewed on Jan 4, 2026

The Benson Portland, Curio Collection by Hilton
Reviewed on Jan 4, 2026
5* Luxury vacations in Oregon

Sentinel Hotel
Reviewed on Dec 11, 2025

The Nines, a Luxury Collection Hotel, Portland
Reviewed on Dec 28, 2025
3 Night Luxury vacations in Oregon

Kimpton Riverplace Hotel by IHG
Reviewed on Jan 4, 2026

The Hotel Zags Portland
Reviewed on Jan 8, 2026

The Benson Portland, Curio Collection by Hilton
Reviewed on Jan 4, 2026
4 Night Luxury vacations in Oregon

Mark Spencer Hotel
Reviewed on Jan 5, 2026

The Nines, a Luxury Collection Hotel, Portland
Reviewed on Dec 28, 2025

Juniper Preserve
Reviewed on Jan 6, 2026
All you need to know about luxury vacations in Oregon
What can I expect from a luxury Oregon vacation?
Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Oregon vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views.
How can I find all-inclusive luxury vacation packages in Oregon?
By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger.
Can I book a cheap Oregon luxury vacation?
Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $313. Prices and availability are subject to change. Additional terms may apply.
How can I book a luxury family vacation in Oregon?
Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi.
Can I book a package in Oregon with a luxury vacation home?
A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.
How can I find the best luxury vacation deals in Oregon?
Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.
Can I book a luxury holiday in Oregon with free cancellation and/or flexible dates?
Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan.
Why should I book my luxury trip to Oregon with Expedia?
A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.
Top Luxury Oregon Hotels

The Benson Portland, Curio Collection by Hilton
Every time I go to Portland Oregon, I always stay at Benson. It’s always reliably clean and have the most comfortable bed. Good night rest is so important to me even I am not in my own place and bed and Benson Hotel, given me that feeling of home.
Reviewed on Jan 4, 2026

Heathman Hotel
Love this hotel! Great vibe. Clean room. Comfy bed. Friendly and helpful service.
Reviewed on Jan 4, 2026

The Nines, a Luxury Collection Hotel, Portland
The second room we got was very nice. The cleaning stff were excellent. Prompt and thorough.
Reviewed on Dec 30, 2025



















