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.
Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro

3 out of 5
per person
Jun. 5 - Jun. 8
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Portland (PDX)
8.2/10 Very Good! (1,768 reviews)
Everything was great

Reviewed on Mar. 3, 2025

Capitol Hill Motel

Capitol Hill Motel

2.5 out of 5
Southwest Portland
per person
Apr. 17 - Apr. 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (773 reviews)
Great little motel! Would highly recommend

Reviewed on Mar. 10, 2025

Kimpton Riverplace Hotel by IHG

Kimpton Riverplace Hotel by IHG

4.5 out of 5
Downtown Portland
per person
Apr. 23 - Apr. 26
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (978 reviews)
Service was outstanding, location beautiful by the pier with gorgeous lighted trees. Room very clean and comfortable. Will be staying there whenever visiting Portland!

Reviewed on Mar. 12, 2025

Best Value Inn by OYO Portland OR South East

Best Value Inn by OYO Portland OR South East

2.5 out of 5
Southeast Portland
per person
Apr. 17 - Apr. 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
3.8/10 (140 reviews)
Hard to communicate with office staff

Reviewed on Jul. 20, 2024

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
per person
Apr. 25 - Apr. 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,281 reviews)
Beautiful location, hotel and accommodations! Walkable, comfortable and convenient!

Reviewed on Mar. 14, 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

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 Mar. 23 to Mar. 24
CA $145
CA $169 total
includes taxes & fees
Mar 23 - Mar 24
9.2/10 Wonderful! (2,291 reviews)
"Friendly, helpful staff. Great food downstairs. Clean hotel and room. Cozy. Nice views. Walkable"

Reviewed on Mar. 13, 2025

The Paramount Hotel
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 $125 per night from Mar. 24 to Mar. 25
CA $125
CA $147 total
includes taxes & fees
Mar 24 - Mar 25
8.6/10 Excellent! (1,558 reviews)
"Pretty convienient location due to close proximity with train and bus stops. Staff is really friendly."

Reviewed on Mar. 13, 2025

Courtyard by Marriott Portland City Center
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 $165 per night from Mar. 28 to Mar. 29
CA $165
CA $192 total
includes taxes & fees
Mar 28 - Mar 29
9/10 Wonderful! (1,792 reviews)
"Great location, staff was amazing. The rooms were perfect for my family."

Reviewed on Mar. 13, 2025

Hyatt House Portland/Downtown
See all 408 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 $624. 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 $126
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 $123
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 $184
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.