All inclusive Vacations in Oregon 2026

Plan, book, travel with confidence
Better together
Save up to CA $4,200 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Flight and All inclusive hotel deals in Oregon

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

Heathman Hotel

Downtown Portland

CA $610

per person

Oct 26 - Oct 31

found 16 hours ago

Roundtrip flight included

Vancouver (YVR) to Portland (PDX)

9.2/10 Wonderful! (1,070 reviews)

We had difficulty with check in and the staff was not overly kind or helpful. Our room was spacious and facilities were nice.

Reviewed on Sep 15, 2026

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland

CA $998

per person

Oct 26 - Oct 31

found 16 hours ago

Roundtrip flight included

Vancouver (YVR) to Portland (PDX)

9.2/10 Wonderful! (1,000 reviews)

Hotel deLuxe

Downtown Portland

CA $700

per person

Oct 26 - Oct 31

found 16 hours ago

Roundtrip flight included

Vancouver (YVR) to Portland (PDX)

8.6/10 Excellent! (1,109 reviews)

Hotel Grand Stark

Southeast Portland

CA $789

per person

Oct 26 - Oct 31

found 16 hours ago

Roundtrip flight included

Vancouver (YVR) to Portland (PDX)

8.6/10 Excellent! (1,001 reviews)

We loved the room and the hotel itself. Staff was very accommodating. We used the valet option for our car which was great. We will stay again at this hotel.

Reviewed on Sep 14, 2026

Kimpton Hotel Vintage Portland by IHG

Downtown Portland

CA $882

per person

Oct 26 - Oct 31

found 16 hours ago

Roundtrip flight included

Vancouver (YVR) to Portland (PDX)

9/10 Wonderful! (1,001 reviews)

Don't see what you're looking for?

See all available trips from Pretty Prairie to Oregon

View all trips

5* All inclusive holidays in Oregon

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

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland

CA $998

per person

Oct 26 - Oct 31

found 16 hours ago

Roundtrip flight included

Vancouver (YVR) to Portland (PDX)

9.2/10 Wonderful! (1,000 reviews)

The Ritz-Carlton, Portland

Downtown Portland

CA $1,786

per person

Oct 26 - Oct 31

found 16 hours ago

Roundtrip flight included

Vancouver (YVR) to Portland (PDX)

9.6/10 Exceptional! (334 reviews)

No mini bar in room. But dryer. Ironing board. Could not figure out alarm clock. Very prepared staff and attentive. Total team approach. These people know what they are doing. Great staff; location; and rooftop bar. A flawless stay.

Reviewed on Sep 14, 2026

Don't see what you're looking for?

See all available trips from Pretty Prairie to Oregon

View all trips

3 Night All inclusive holidays in Oregon

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

The Hoxton, Portland

Downtown Portland

CA $510

per person

Nov 19 - Nov 22

found 14 hours ago

Roundtrip flight included

Vancouver (YVR) to Portland (PDX)

8.8/10 Excellent! (1,003 reviews)

Heathman Hotel

Downtown Portland

CA $730

per person

Oct 22 - Oct 25

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PDX)

9.2/10 Wonderful! (1,070 reviews)

We had difficulty with check in and the staff was not overly kind or helpful. Our room was spacious and facilities were nice.

Reviewed on Sep 15, 2026

The Hotel Zags Portland

Downtown Portland

CA $702

per person

Oct 22 - Oct 25

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PDX)

8.6/10 Excellent! (1,214 reviews)

The bathroom in our room could use a deep cleaning, and the shower was falling apart. Destination amenity fee is a total scam: includes access to a gym that is a block away, “free water” but you have to ask at the front desk for it and it’s just cheap water bottles that are warm (the larger Evian bottles that are stocked in the room are an extra $8 charge). On our last night we came back to our room being 81 degrees F, when we called the front desk they said it was a building issue affecting multiple rooms and there was nothing they could do. Honestly wish I just paid a bit extra upfront for a better hotel.

Reviewed on Sep 16, 2026

Don't see what you're looking for?

See all available trips from Pretty Prairie to Oregon

View all trips

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

When you opt for an all-inclusive vacation to 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 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 32.

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

Adults-only stays in 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 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 Oregon?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $510. By booking your accommodations and flight together, you may be able to enjoy savings of up to 32. 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 Oregon?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in 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 Oregon vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to 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 Oregon's nightlife.

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

Days Inn & Suites by Wyndham Gresham

24124 Se Stark St Gresham OR

7 hours drive from Crater Lake National Park

CA $120

CA $139 total

Oct 8 - Oct 9

includes taxes & fees

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 ...

See all 19,016 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.