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
Save 100% on your flight
per person
Jan. 16 - Jan. 23
found 1 day ago
Roundtrip non-stop flight included
Kelowna (YLW) to Portland (PDX)
8.4/10 Very Good! (284 reviews)
Perfect downtown location. Fully equipped kitchen. Plenty of storage to get your luggage out of the way

Reviewed on Nov. 21, 2024

Dossier Hotel

Dossier Hotel

4.5 out of 5
Downtown Portland
per person
Dec. 25 - Dec. 30
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9/10 Wonderful! (1,010 reviews)
This was a perfect place to stay for a mini vacation. Will come back

Reviewed on Nov. 24, 2024

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
per person
Dec. 25 - Dec. 30
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.8/10 Excellent! (1,000 reviews)
Excellent weekend getaway spot

Reviewed on Nov. 24, 2024

The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
Downtown Portland
per person
Jan. 16 - Jan. 23
found 1 day ago
Roundtrip non-stop flight included
Kelowna (YLW) to Portland (PDX)
8.6/10 Excellent! (1,000 reviews)
The rooms were nice enough, but dated. Cheap wood veneer surfaces, scratched headboard, rust running out of the overflow in the sink because the sink was installed backward. Refrigerator but no microwave. Room had decent amenities, large newer tv and a comfortable couch as well as desk and table. No breakfast available unless you are a Hilton Rewards member. Motel 6 provides a free breakfast and microwave in the room, but Hilton doesn't..? Decent views from the 19th floor, but expect beggars and fentanyl addicts to be poking thru the garbage barrels outside or hunched over in a fentanyl induced daze once you hit ground level. Be prepared to be asked for a cigarette more than once as you leave the hotel. Feel free and drink the water bottles "provided" if you don't mind seeing a $4 charge per bottle show up on your invoice for a bottle of Niagara that sells for 38 cents at the grocery store.

Reviewed on Nov. 17, 2024

Hilton Portland Downtown

Hilton Portland Downtown

4 out of 5
Downtown Portland
per person
Jan. 16 - Jan. 23
found 1 day ago
Roundtrip non-stop flight included
Kelowna (YLW) to Portland (PDX)
8/10 Very Good! (1,000 reviews)
This location is the center of everything. Restaurants, coffee shop and shopping centers. The staff are nice and friendly. Room is a bit small but clean and comfortable.

Reviewed on Nov. 22, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
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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

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 $133 per night from Nov. 27 to Nov. 28
CA $133
CA $156 total
includes taxes & fees
Nov 27 - Nov 28
8.4/10 Very Good! (1,480 reviews)
"Had a great stay for 2 nights. Close to everything. Rooms were big and clean and all staff were so helpful and friendlu. Wpuld stay again!"

Reviewed on Nov. 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 $144 per night from Dec. 1 to Dec. 2
CA $144
CA $167 total
includes taxes & fees
Dec 1 - Dec 2
8.8/10 Excellent! (1,002 reviews)
"Just the dopest hotel ever"

Reviewed on Nov. 19, 2024

Moxy Portland Downtown
Mark Spencer Hotel
Mark Spencer Hotel
3 out of 5
409 Sw 11th Ave, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Dec. 3 to Dec. 4
CA $126
CA $146 total
includes taxes & fees
Dec 3 - Dec 4
9.2/10 Wonderful! (1,135 reviews)
"We love this hotel, great location with easy access to everything in downtown PDX. The staff are always friendly and happy to help, the rooms are clean and the beds are comfy. Also very pet friendly, with decent pet fees."

Reviewed on Nov. 24, 2024

Mark Spencer Hotel
See all 2,802 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 $798. 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 $121
Per adult
94% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Step into the shadows and discover the haunting tales of our city's past.

Portland Ghosts: Poltergeists and Psychopaths

CA $28
Per adult
100% of travellers recommend
Portland Ghosts: Poltergeists and Psychopaths
Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

CA $15
Per adult
Downtown Golden Adventure Quest Experience in Portland
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.