Southwest Portland Vacation Packages

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Top Holiday Package Deals in Southwest Portland

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

Washington Plaza Apartments

3 out of 5
Downtown Portland
per person
Mar. 10 - Mar. 14
found 2 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.4/10 Very Good! (296 reviews)
Perfect downtown location. Fully equipped kitchen. Plenty of storage to get your luggage out of the way

Reviewed on Nov. 21, 2024

Clackamas Inn & Suites

Clackamas Inn & Suites

2.5 out of 5
per person
Feb. 12 - Feb. 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
7.6/10 Good! (1,003 reviews)
People live in this hotel, including children who race up and down hallway at 3AM shrieking. Every night I was there. Otherwise, wholly adequate

Reviewed on Dec. 19, 2024

Viking Motel

Viking Motel

2.5 out of 5
North Portland
per person
Feb. 12 - Feb. 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
8.8/10 Excellent! (71 reviews)
The property is clean and the owners are friendly. The location is very convenient.

Reviewed on Dec. 17, 2024

Bowline Hotel

Bowline Hotel

4 out of 5
per person
Mar. 10 - Mar. 14
found 1 hour ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.4/10 Exceptional! (819 reviews)
Great view on a river, SPA, interior and design. Parking could be free TBH;

Reviewed on Dec. 20, 2024

Shilo Inn Suites Hotel - Warrenton

Shilo Inn Suites Hotel - Warrenton

2.5 out of 5
per person
Mar. 19 - Mar. 25
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
7.6/10 Good! (1,001 reviews)
Extremely dated property. Sauna kind of worked pool kind of worked. Treadmill did not work at all. Exercise bike. You could not adjust gym set incomplete. They did their best to clean the rooms but everything is just dated

Reviewed on Nov. 29, 2024

Where to stay in Southwest Portland

Find the best Southwest Portland areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Portland
Downtown Portland - South Waterfront showing picnicing, boating and a bay or harbor

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(545 area reviews)

Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.

Find hotel + flight trips in Downtown Portland

Southwest Portland Hotel Deals

Courtyard by Marriott Portland City Center
Courtyard by Marriott Portland City Center
3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
The price is CA $131 per night from Jan. 1 to Jan. 2
CA $131
CA $153 total
includes taxes & fees
Jan 1 - Jan 2, 2025
8.6/10 Excellent! (1,516 reviews)
"The main area is really dated and you can see that in the bathroom vents sicks in the room. But it was very clean and hospitable."

Reviewed on Dec. 22, 2024

Courtyard by Marriott Portland City Center
Moxy Portland Downtown
Moxy Portland Downtown
3 out of 5
585 SW 10TH AVENUE, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Dec. 27 to Dec. 28
CA $139
CA $161 total
includes taxes & fees
Dec 27 - Dec 28
8.8/10 Excellent! (1,028 reviews)
"Amazing staff and facility! They were very accommodating, and even got us checked in early! The Bar and Lounge area is fun and clean. We both LOVED the lighting throughout the building. The quiet cozy rooms are perfect. This hotel has such a good vibe!"

Reviewed on Dec. 25, 2024

Moxy Portland Downtown
The Duniway Portland A Hilton Hotel
The Duniway Portland A Hilton Hotel
4.5 out of 5
545 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Jan. 3 to Jan. 4
CA $182
CA $211 total
includes taxes & fees
Jan 3 - Jan 4, 2025
8.6/10 Excellent! (1,001 reviews)
"We very much enjoyed"

Reviewed on Dec. 23, 2024

The Duniway Portland A Hilton Hotel
See all 400 properties in Southwest 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Southwest Portland vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Southwest Portland from just CA $719. And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Southwest Portland?
Browse and lock in everything in one place with our Southwest Portland vacation packages. You’ll find deals on hotels, flights, tours and more that’ll keep your bank account happy and your adventurous spirit alive. And, with more than 550 air carriers and 1,000,000 hotel options worldwide to pick from, there are endless opportunities to mix and match as you please.
How far in advance should I book my Southwest Portland vacation?
Earlier is always better. Air carriers generally release flights up to 12 months prior to departure, and this is a great opportunity to score some of the cheapest prices. Just been told you need to take some vacation time next month? That’s alright! Expedia are never short on fantastic bargains to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Southwest Portland travel package include?
Hotels, rental cars and flights — we have them well covered. With Expedia, you can shape your Southwest Portland travel package just the way you want. All you have to do is work out what you need. Once you’ve made your booking, you can add on extras like experiences and activities. The more you bundle, the greater the savings!
What should I know before booking a Southwest Portland travel package?
Discover deals to match your budget with an Expedia package. Airfares, hotels, rental cars — we have them all. You’ll save a tidy sum just by bundling your bookings. Whether you’re taking off on a snow and ski adventure or venturing someplace warm, your perfect getaway is only a few clicks away.
Can I choose my airline with a Southwest Portland Expedia vacation package?
Yes, you can. We have more than 550 partner airlines all over the world, so fly with the carrier that suits your needs.
If I'm not able to travel, can I cancel my Southwest Portland vacation package?
Plans can change in the blink of an eye, so yes, you can. You may be able to change or cancel your Southwest Portland vacation package at no cost if you’ve booked in the last 24 hours. For bookings older than that, you can still make changes, but your car rental company, airline or hotel may charge additional fees. Want more information? Look up our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Southwest Portland

Oregon Zoo showing landscape views and zoo animals as well as a large group of people

Oregon Zoo

4/5(54 reviews)

Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.

Oregon Zoo
Portland Japanese Garden featuring a garden, forests and a bridge

Portland Japanese Garden

4.5/5(96 reviews)

Tranquility abounds in these idyllic Japanese gardens, said by many to be the most authentic outside of Japan.

Portland Japanese Garden
Keller Auditorium

Keller Auditorium

4.5/5(5 reviews)

Watch traveling Broadway productions and other shows in a beautiful downtown theater that's been packing in the crowds for more than a century.

Keller Auditorium

Things to do

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

CA $125
per adult
94% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $122
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Step into the shadows and discover the haunting tales of our city's past.

Portland Ghosts: Poltergeists and Psychopaths

CA $36
per adult
100% of travellers recommend
Portland Ghosts: Poltergeists and Psychopaths
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.