Southwest Portland Vacations

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    Save up to ₩234,741 when you book a flight and hotel together*

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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
Relaxing afternoon by the waterfront in downtown Portland with views of boats and the city skyline

Downtown Portland

4.5/5(4,488 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 ₩134,354 per night from Feb 18 to Feb 19
₩134,354
₩156,585 total
Feb 18 - Feb 19
includes taxes & fees
9.2/10 Wonderful! (3,182 reviews)
Loved it. Great hotel, great location

Reviewed on Feb 5, 2026

The Paramount Hotel
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 ₩218,069 per night from Feb 15 to Feb 16
₩218,069
₩252,961 total
Feb 15 - Feb 16
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Excelent service

Reviewed on Feb 1, 2026

The Duniway Portland A Hilton 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 ₩135,598 per night from Feb 17 to Feb 18
₩135,598
₩158,875 total
Feb 17 - Feb 18
includes taxes & fees
8.6/10 Excellent! (2,328 reviews)
Staff friendly

Reviewed on Feb 5, 2026

Courtyard by Marriott Portland City Center
See all 401 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.

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 . 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

Portland_LewisandClarkCollege_502368-5

Lewis and Clark College

4.5/5(82 reviews)

Explore the campus of Lewis and Clark College during your stay in Portland. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.

Lewis and Clark College
Keller Auditorium featuring a garden

Keller Auditorium

4.5/5(89 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
Pioneer Courthouse Square featuring heritage architecture, a city and outdoor eating

Pioneer Courthouse Square

4/5(1,060 reviews)

Portland’s downtown “living room” is a beloved town square and a symbol of the city’s commitment to lively public spaces.

Pioneer Courthouse Square
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.