Southwest Portland Vacations

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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(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 ₩133,415 per night from Nov 30 to Dec 1
₩133,415
₩155,495 total
Nov 30 - Dec 1
includes taxes & fees
9.2/10 Wonderful! (2,952 reviews)
Clean rooms and elegant feeling. The restaurant was great and valet was quick. 10/10

Reviewed on Nov 6, 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 ₩127,424 per night from Nov 16 to Nov 17
₩127,424
₩149,300 total
Nov 16 - Nov 17
includes taxes & fees
8.6/10 Excellent! (2,227 reviews)
All of 5heabove…

Reviewed on Nov 7, 2025

Courtyard by Marriott Portland City Center
Dossier Hotel

Dossier Hotel

4.5 out of 5
750 SW Alder Street, Portland, OR
Fully refundable
The price is ₩167,654 per night from Nov 20 to Nov 21
₩167,654
₩243,627 total
Nov 20 - Nov 21
includes taxes & fees
9.2/10 Wonderful! (1,270 reviews)
Absolutely friendly staff!

Reviewed on Nov 9, 2025

Dossier Hotel
See all 2,938 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

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
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
Portland Art Museum showing interior views and art

Portland Art Museum

4.5/5(301 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.