Oregon Luxury Holidays

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

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    Save up to £750 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Packages with flights are ATOL protected

Top flight + Luxury hotel deals in Oregon

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

Dossier Hotel

Downtown Portland
£934
per person
20 Oct - 23 Oct
found 1 day ago
Return direct flight included
London (LON) to Portland (PDX)
9.2/10 Wonderful! (1,550 reviews)
Two Happy Hour times a positive. Internet a bit slow. Great location, nice facility

Reviewed on 7 Sept 2026

Heathman Hotel

Heathman Hotel

Downtown Portland
£936
per person
20 Oct - 23 Oct
found 1 day ago
Return direct flight included
London (LON) to Portland (PDX)
9.2/10 Wonderful! (1,070 reviews)
This is a great old hotel downtown with a library and guest lounge space. Rooms are well appointed and staff are efficient and helpful

Reviewed on 7 Sept 2026

Hotel deLuxe

Hotel deLuxe

Downtown Portland
£941
per person
20 Oct - 23 Oct
found 1 day ago
Return direct flight included
London (LON) to Portland (PDX)
8.6/10 Excellent! (1,109 reviews)
Very friendly staff, and close to transit

Reviewed on 7 Sept 2026

RiverPlace Hotel

RiverPlace Hotel

Downtown Portland
£1,023
per person
31 Oct - 2 Nov
found 20 hours ago
Return flight included
Birmingham (BHX) to Portland (PDX)
9.2/10 Wonderful! (1,001 reviews)
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
£1,096
per person
20 Oct - 23 Oct
found 1 day ago
Return direct flight included
London (LON) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
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5* Luxury holidays in Oregon

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

Sentinel Hotel

Downtown Portland
£1,009
per person
31 Oct - 2 Nov
found 20 hours ago
Return flight included
Birmingham (BHX) to Portland (PDX)
8.8/10 Excellent! (1,005 reviews)
What a truly wonderful experience. Staff were friendly, helpful, and incredibly kind. The hotel was amazing and the room was perfection wrapped in a bow. Thank you so much for an amazing experience!

Reviewed on 6 Sept 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
£1,096
per person
20 Oct - 23 Oct
found 1 day ago
Return direct flight included
London (LON) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Don't see what you're looking for?
See all available trips from Birmingham to Oregon
View all trips

3 Night Luxury holidays in Oregon

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

Heathman Hotel

Downtown Portland
£936
per person
20 Oct - 23 Oct
found 1 day ago
Return direct flight included
London (LON) to Portland (PDX)
9.2/10 Wonderful! (1,070 reviews)
This is a great old hotel downtown with a library and guest lounge space. Rooms are well appointed and staff are efficient and helpful

Reviewed on 7 Sept 2026

Hotel deLuxe

Hotel deLuxe

Downtown Portland
£941
per person
20 Oct - 23 Oct
found 1 day ago
Return direct flight included
London (LON) to Portland (PDX)
8.6/10 Excellent! (1,109 reviews)
Very friendly staff, and close to transit

Reviewed on 7 Sept 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
£1,096
per person
20 Oct - 23 Oct
found 1 day ago
Return direct flight included
London (LON) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Don't see what you're looking for?
See all available trips from London to Oregon
View all trips

All you need to know about luxury holidays in Oregon

What can I expect from a luxury Oregon 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 Oregon?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Oregon 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 Oregon?

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 Oregon starting at £934. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Oregon?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Oregon 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 Oregon?

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 Oregon?

You can wangle a top-notch luxury holiday in Oregon 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 Oregon 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 Oregon with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Oregon 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 Oregon Hotels

The Benson Portland, Curio Collection by Hilton

The Benson Portland, Curio Collection by Hilton

309 SW Broadway Portland OR
  • 7 hours drive from Crater Lake National Park
£116
19 Sept - 20 Sept
includes taxes & fees
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 ...
The Benson Portland, Curio Collection by Hilton
Heathman Hotel

Heathman Hotel

1001 SW Broadway Portland OR
  • 7 hours drive from Crater Lake National Park
£121
20 Sept - 21 Sept
includes taxes & fees
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! (1,075 reviews)
"This is a great old hotel downtown with a library and guest lounge space. Rooms are well appointed and staff are efficient and helpful"

Reviewed on 7 Sept 2026

Heathman Hotel
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

525 SW Morrison Street Portland OR
  • 7 hours drive from Crater Lake National Park
£206
25 Sept - 26 Sept
includes taxes & fees
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 ...
The Nines, a Luxury Collection Hotel, Portland
See all 19,032 properties in 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.

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

£62
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland Timbers Football Game at Providence Park

Portland Timbers Football Game at Providence Park

£68
per adult
Portland Timbers Football Game at Providence Park
Full-Day Mount Hood & Multnomah Falls Tour

Full-Day Mount Hood & Multnomah Falls Tour

£103
per traveller
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
See all activities in Oregon

More holidays you might like

* 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.