Willamette Valley Luxury Holidays

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

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    Packages with flights are ATOL protected

Top flight + Luxury hotel deals in Willamette Valley

Price found within the past 48 hours. Click for updated prices.
Hotel deLuxe
The Nines, a Luxury Collection Hotel, Portland
Dossier Hotel
Embassy Suites by Hilton Portland Downtown
Hotel Lucia
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5* Luxury holidays in Willamette Valley

Price found within the past 48 hours. Click for updated prices.
The Nines, a Luxury Collection Hotel, Portland
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All you need to know about luxury holidays in Willamette Valley

What can I expect from a luxury Willamette Valley holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Willamette Valley?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Willamette Valley holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Willamette Valley?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Willamette Valley starting at £1,289. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Willamette Valley?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Willamette Valley spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Willamette Valley?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Willamette Valley?

You can wangle a top-notch luxury holiday in Willamette Valley for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Willamette Valley with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Willamette Valley with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Willamette Valley to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

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
Stay at this business-friendly hotel in Portland. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,205 reviews)
We have stayed at this property mutliple times and keep coming back because it is well located, the staff are great, and it is well maintained.

Reviewed on 9 Mar 2026

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
Stay at this luxury hotel in Portland. Enjoy free Wi-Fi, 2 restaurants and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
9.2/10 Wonderful! (1,006 reviews)
I was underwhelmed with this hotel. It is under construction right now, so the lobby layout is confusing and feels very cramped. Our room layout was fine and it was clean, but the bathroom was the smallest I have ever seen. The bathroom door was a pocket door that did not go all the way to ground, ...

Reviewed on 5 Mar 2026

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
Stay at this luxury hotel in Portland. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the property condition in ...
9.2/10 Wonderful! (1,009 reviews)
Gorgeous property-comfortable beds-friendly staff!

Reviewed on 8 Mar 2026

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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.