Southwest Portland Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Southwest Portland

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Portland-Pearl District

Hampton Inn & Suites Portland-Pearl District

3.5 out of 5
Pearl District
Price was CA $1,106, price is now CA $908 per person
CA $908
per person
Jun 25 - Jun 29
found 23 hours ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9.6/10 Exceptional! (2,146 reviews)
Friendly staff from check-in to check-out, including valet service and housekeeping. Great location. Good breakfast. Nice rooftop patio.

Reviewed on May 7, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was CA $1,243, price is now CA $944 per person
CA $944
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Overall it was fine, to be a luxury hotel like the name says it needs to be clean. The sheets and bed skirt had stains and so did the sofa in the room. The bathroom door had soap scum on it.

Reviewed on May 3, 2026

Cannon Beach Hotel Collection

Cannon Beach Hotel Collection

3.5 out of 5
Downtown Cannon Beach
Price was CA $1,405, price is now CA $1,106 per person
CA $1,106
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (1,093 reviews)
Súper amable personal y excelente servicio. Dieron el 110% por nuestro aniversario y con botella de vino incluida gracias al Hotel y su personal lo pasamos increíble … mil veces recomendado …

Reviewed on May 8, 2026

Capitol Hill Motel

Capitol Hill Motel

2.5 out of 5
Southwest Portland
Price was CA $1,253, price is now CA $1,000 per person
CA $1,000
per person
Jul 28 - Aug 3
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (850 reviews)
Basic hotel price is reasonable and the room was clean. I could hear the road but given it's proximity to 5 and Capitol it's to be expected.

Reviewed on Apr 19, 2026

Coast River Inn by OYO Seaside

Coast River Inn by OYO Seaside

2 out of 5
Price was CA $1,370, price is now CA $1,100 per person
CA $1,100
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Portland (PDX)
8.4/10 Very Good! (1,032 reviews)
Beds are amazing! And room felt very clean

Reviewed on May 6, 2026

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

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(557 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 hotels in Downtown Portland

Southwest Portland Hotel Deals

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from May 25 to May 26
CA $133
CA $155 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (3,374 reviews)
The staff was phenomenal and the property was very clean and modern. Definitely would book again.

Reviewed on May 6, 2026

The Paramount Hotel
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 $137 per night from May 10 to May 11
CA $137
CA $159 total
May 10 - May 11
includes taxes & fees
9.2/10 Wonderful! (2,179 reviews)
Staff writer as very hospitable and helpful

Reviewed on May 8, 2026

Mark Spencer Hotel
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

3 out of 5
2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from May 25 to May 26
CA $174
CA $201 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (2,546 reviews)
Food great , staff very friendly

Reviewed on May 8, 2026

Hyatt House Portland/Downtown
See all 3,043 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
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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 $908. 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

Oregon Zoo

4/5(56 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

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
Portland Art Museum

Portland Art Museum

4.5/5(38 reviews)

Spend a day with European masters and Native American artists at one of Portland’s premier cultural attractions, the oldest art museum in the Pacific Northwest.

Portland Art Museum

Things to do

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

CA $123
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Guided Oregon Coast Tour from Portland

Full-Day Guided Oregon Coast Tour from Portland

CA $192
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

CA $178
per adult
96% of travellers recommend
Portland: Dinner Cruise on the Willamette River
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.