Oregon Adventure Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Adventure hotel deals in Oregon
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Portland
Northeast Portland
Price was CA $686, price is now CA $549 per person
CA $549
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.4/10 Very Good! (1,001 reviews)
The hotel staffs was good except the manager and the front desk worker when we tried to check into our room, the where talking about that they couldn't find our reservation, saying it was canceled i had to called Expedia customer to have them called the hotel to confirmed that i had an reservation. But everything else was good.
Reviewed on Mar 2, 2026
The Nines, a Luxury Collection Hotel, Portland
Downtown Portland
Price was CA $1,879, price is now CA $1,262 per person
CA $1,262
per person
May 14 - May 21
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
The Nines is in a great location. Easy walk to retail and other interesting things to see. Two very good restaurants in the building and a great hotel workout area.
Reviewed on Mar 3, 2026
Embassy Suites by Hilton Portland Downtown
Downtown Portland
Price was CA $1,448, price is now CA $1,061 per person
CA $1,061
per person
May 14 - May 21
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
8.6/10 Excellent! (1,429 reviews)
Really friendly staff
Reviewed on Mar 2, 2026
Heathman Hotel
Downtown Portland
Price was CA $848, price is now CA $790 per person
CA $790
per person
May 19 - May 22
found 16 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Everything was perfect, from our spacious room to the service.
Reviewed on Mar 2, 2026
5* Adventure holidays in Oregon
Price found within the past 48 hours. Click for updated prices.
The Nines, a Luxury Collection Hotel, Portland
Downtown Portland
Price was CA $1,879, price is now CA $1,262 per person
CA $1,262
per person
May 14 - May 21
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
The Nines is in a great location. Easy walk to retail and other interesting things to see. Two very good restaurants in the building and a great hotel workout area.
Reviewed on Mar 3, 2026
3 Night Adventure holidays in Oregon
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Portland
Northeast Portland
Price was CA $686, price is now CA $549 per person
CA $549
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.4/10 Very Good! (1,001 reviews)
The hotel staffs was good except the manager and the front desk worker when we tried to check into our room, the where talking about that they couldn't find our reservation, saying it was canceled i had to called Expedia customer to have them called the hotel to confirmed that i had an reservation. But everything else was good.
Reviewed on Mar 2, 2026
The Nines, a Luxury Collection Hotel, Portland
Downtown Portland
Price was CA $1,241, price is now CA $1,044 per person
CA $1,044
per person
May 19 - May 22
found 16 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
The Nines is in a great location. Easy walk to retail and other interesting things to see. Two very good restaurants in the building and a great hotel workout area.
Reviewed on Mar 3, 2026
Embassy Suites by Hilton Portland Downtown
Downtown Portland
Price was CA $940, price is now CA $802 per person
CA $802
per person
May 19 - May 22
found 16 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PDX)
8.6/10 Excellent! (1,429 reviews)
Really friendly staff
Reviewed on Mar 2, 2026
4 Night Adventure holidays in Oregon
Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Portland Downtown
Downtown Portland
Price was CA $815, price is now CA $707 per person
CA $707
per person
Apr 3 - Apr 7
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Portland (PDX)
8.6/10 Excellent! (1,429 reviews)
Really friendly staff
Reviewed on Mar 2, 2026
The Nines, a Luxury Collection Hotel, Portland
Downtown Portland
Price was CA $1,058, price is now CA $790 per person
CA $790
per person
Apr 3 - Apr 7
found 17 hours ago
Roundtrip non-stop flight included
Kamloops (YKA) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
The Nines is in a great location. Easy walk to retail and other interesting things to see. Two very good restaurants in the building and a great hotel workout area.
Reviewed on Mar 3, 2026
Adventure Hotels in Oregon
Sunriver Resort
17600 Center Drive Bend OR
The price is CA $188 per night from Mar 11 to Mar 12
CA $188
CA $243 total
Mar 11 - Mar 12
includes taxes & fees
Book a stay at this spa condo in Bend. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (1,108 reviews)
Resort itself
Reviewed on Feb 18, 2026
Phoenix Inn Suites Eugene
850 Franklin Blvd Eugene OR
Book a stay at this business-friendly hotel in Eugene. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Autzen Stadium and Jordan Schnitzer ...
9/10 Wonderful! (1,000 reviews)
They canceled my reservation unilaterally.
Reviewed on Jul 22, 2021
Running Y Resort
5500 Running Y Road Klamath Falls OR
Book a stay at this spa lodge in Klamath Falls. Enjoy free parking, a full-service spa, and a marina. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,000 reviews)
Great location!
Reviewed on Feb 21, 2026
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
