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
Apr. 17 - Apr. 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.4/10 Very Good! (298 reviews)
Perfect downtown location. Fully equipped kitchen. Plenty of storage to get your luggage out of the way

Reviewed on Nov. 21, 2024

OYO Waves Hotel Newport OR - NYE Beach

OYO Waves Hotel Newport OR - NYE Beach

2.5 out of 5
per person
Mar. 12 - Mar. 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
7.4/10 Good! (1,581 reviews)
It was a very pleasant day, and the ocean view was exquisite

Reviewed on Jan. 28, 2025

Newport Inn By OYO - Hwy 101

Newport Inn By OYO - Hwy 101

2.5 out of 5
per person
Mar. 12 - Mar. 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
6.2/10 (793 reviews)
Clean quiet and cozy staff was great

Reviewed on Jan. 6, 2025

Coast River Inn by OYO Seaside

Coast River Inn by OYO Seaside

2 out of 5
per person
Mar. 15 - Mar. 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PDX)
8.4/10 Very Good! (1,009 reviews)
Nothing fancy, but clean, simple and comfortable and a very convenient location. I enjoyed my stay and would recommend

Reviewed on Jan. 28, 2025

The Tillamook Inn

The Tillamook Inn

2 out of 5
per person
Mar. 15 - Mar. 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PDX)
7.8/10 Good! (1,001 reviews)
Few amenities in room. No hangers. No tissues. No paper towels. No clock. No food or coffee. Excellent mattress

Reviewed on Jan. 28, 2025

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 hotels 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 Feb. 17 to Feb. 18
CA $131
CA $154 total
includes taxes & fees
Feb 17 - Feb 18
8.6/10 Excellent! (1,533 reviews)
I’d stay again!
"It was a great location, the front desk guy tracked down our $100 we didn’t even realize we had dropped and the room was roomy enough, especially for the price."

Reviewed on Jan. 27, 2025

Courtyard by Marriott Portland City Center
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 $190 per night from Feb. 16 to Feb. 17
CA $190
CA $220 total
includes taxes & fees
Feb 16 - Feb 17
8.6/10 Excellent! (1,003 reviews)
"Great location Clean rooms"

Reviewed on Jan. 16, 2025

The Duniway Portland A Hilton Hotel
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 $145 per night from Feb. 2 to Feb. 3
CA $145
CA $169 total
includes taxes & fees
Feb 2 - Feb 3
9.2/10 Wonderful! (2,173 reviews)
"Nice room we will stay here again. Front desk very nice and helpful!"

Reviewed on Jan. 28, 2025

The Paramount Hotel
See all 403 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 $588. 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
Portland Art Museum which includes interior views and art

Portland Art Museum

4.5/5(37 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 on the Willamette River

CA $125
per adult
96% 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
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Willamette River 2.5-hour Dinner Cruise

CA $183
per adult
98% of travellers recommend
Portland: Willamette River 2.5-hour Dinner Cruise
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.