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

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 ₩133,724 per night from Sep 28 to Sep 29
₩133,724
₩156,663 total
Sep 28 - Sep 29
includes taxes & fees
8.6/10 Excellent! (2,072 reviews)
"Everything was easy to walk to. The outdoor eating area next door had a great selection."

Reviewed on Sep 23, 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
The price is ₩225,659 per night from Oct 26 to Oct 27
₩225,659
₩261,765 total
Oct 26 - Oct 27
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"the hotel was very nice. the receptionist was really nice as well. however, the bartender wasn’t friendly whatsoever. i asked what he recommended and he said in a tone “ i don’t know what you like.” that was the only bummer."

Reviewed on Sep 18, 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 ₩144,590 per night from Oct 23 to Oct 24
₩144,590
₩168,519 total
Oct 23 - Oct 24
includes taxes & fees
9.2/10 Wonderful! (2,806 reviews)
"The bar had delicious food with $10 gift per night made a wonderful experience"

Reviewed on Sep 19, 2025

The Paramount Hotel
See all 428 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

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

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

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.