Western Oregon All inclusive Vacations

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    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and All inclusive hotel deals in Western Oregon

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

Bowline Hotel

CA $848
per person
Oct 23 - Oct 26
found 5 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.4/10 Exceptional! (1,005 reviews)
Kimpton Hotel Vintage Portland by IHG

Kimpton Hotel Vintage Portland by IHG

Downtown Portland
CA $1,471
per person
Oct 3 - Oct 10
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9/10 Wonderful! (1,000 reviews)
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $1,140
per person
Nov 7 - Nov 11
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,007 reviews)
Very central to downtown and very well kept hotel. Friendly staff.

Reviewed on Aug 14, 2026

Heathman Hotel

Heathman Hotel

Downtown Portland
CA $890
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,033 reviews)
RiverPlace Hotel

RiverPlace Hotel

Downtown Portland
CA $902
per person
Oct 29 - Nov 2
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (1,003 reviews)
I supposed to get 20% off when I dine at their restaurant. But they didn’t honor that.

Reviewed on Aug 13, 2026

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5* All inclusive holidays in Western Oregon

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

Sentinel Hotel

Downtown Portland
CA $1,111
per person
Nov 7 - Nov 11
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.8/10 Excellent! (1,001 reviews)
Fantastic hotel Wright in the middle of the city perfect for walking about restaurants shows. Highly recommend.

Reviewed on Aug 14, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $1,140
per person
Nov 7 - Nov 11
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,007 reviews)
Very central to downtown and very well kept hotel. Friendly staff.

Reviewed on Aug 14, 2026

The Ritz-Carlton, Portland

The Ritz-Carlton, Portland

Downtown Portland
CA $1,556
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.6/10 Exceptional! (319 reviews)
The staff were amazing and very attentive.

Reviewed on Aug 14, 2026

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3 Night All inclusive holidays in Western Oregon

Price found within the past 48 hours. Click for updated prices.
Oceanfront Inn at Discovery Coast

Oceanfront Inn at Discovery Coast

CA $759
per person
Oct 23 - Oct 26
found 5 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9/10 Wonderful! (451 reviews)
I always have an amazing stay here. The rooms are beautiful with amazing ocean views, close to restaurants and the boardwalk.

Reviewed on Aug 5, 2026

Heathman Hotel

Heathman Hotel

Downtown Portland
CA $890
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,033 reviews)
Bowline Hotel

Bowline Hotel

CA $848
per person
Oct 23 - Oct 26
found 5 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.4/10 Exceptional! (1,005 reviews)
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4 Night All inclusive holidays in Western Oregon

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

Hotel deLuxe

Downtown Portland
CA $742
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.6/10 Excellent! (1,082 reviews)
I am posting as much as will fit in the character limit of an email I sent to the manager on 8/11 that has gone unanswered all week: I am reaching out to you after having no luck with the front desk staff resolving our issues. (I should also mention that the front desk was left unattended for about 10 minutes during peak checkout time between 10:00 and 11:00 on Saturday so we had to wait in line for the privilege of being brushed off.) After two lovely past stays in 2-queen rooms at the Deluxe with friends, I booked a Premier King Suite to celebrate my birthday and anniversary with my husband. The state of the room was appalling, totally inconsistent with what I have experienced at this property in the past. I will attach photos so you can evaluate whether you think this is acceptable for a hotel that bills itself on the website as "elegant" and "glamorous" with "precision in every detail." Broken furniture repaired with electrical tape; upholstery stained with visible spatter and falling apart; sofa with a ratty ill-fitting cover; evidence of surface cleaning but in desperate need of a deep clean with visible dirty handprints on the walls, grime in the carpets and fabrics, bloody boogers on the shower tile; and a broken phone that would not call the front desk. Because the hotel was fully booked we were unable to move rooms. We also couldn't find an alternate hotel available for both nights in the area, so while we were able to cancel our second night through Expedia

Reviewed on Aug 15, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $1,016
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (1,007 reviews)
Very central to downtown and very well kept hotel. Friendly staff.

Reviewed on Aug 14, 2026

Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
CA $824
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (2,365 reviews)
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Embark on an unforgettable all-inclusive trip to Western Oregon including airfare with Expedia

What are some benefits of booking an all-inclusive vacation?

When you opt for an all-inclusive vacation to Western Oregon, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget.

Can I book all-inclusive packages with airfare and meals?

Yes, all-inclusive vacation packages are readily available for Western Oregon, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 15.

Why should I book Western Oregon vacations that are all inclusive and adults only?

Adults-only stays in Western Oregon are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find.

Can I book all-inclusive packages?

Yes, all-inclusive packages are fairly standard in Western Oregon. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive.

Can I book cheap all-inclusive trips to Western Oregon?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $742. By booking your accommodations and flight together, you may be able to enjoy savings of up to 15. Be sure to sort your search results by price to list the cheapest options first.

What should I look for when booking a 5-star all-inclusive vacation in Western Oregon?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in Western Oregon, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group.

What should I consider when booking Western Oregon vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to Western Oregon is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Western Oregon's nightlife.

How can I find the best deals on all-inclusive vacations in Western Oregon?

You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters.

Can I book an all-inclusive package that is fully refundable?

Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify.

Why should I book an all-inclusive vacation with Expedia?

Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts.

All inclusive Hotels in Western Oregon

Days Inn & Suites by Wyndham Gresham

Days Inn & Suites by Wyndham Gresham

24124 Se Stark St Gresham OR
  • 7 hours drive from Crater Lake National Park
Book a stay at this business-friendly hotel in Gresham. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Days Inn & Suites by Wyndham Gresham
See all 12,208 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.

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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.