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
Two people sitting on a blanket by a marina with boats docked in the background.

Downtown Portland

2 out of top 10 points of interest in this area

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.

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

Northeast Portland

1 out of top 10 points of interest in this area

Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

Southeast Portland

Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!

A cityscape with a river, bridges, and a marina with boats.

Northwest Portland

If you're spending time in Northwest Portland, check out sights like Leif Erickson Trail or Pittock Mansion and hop on the metro to see more the city at NW 23rd & Marshall Stop or NW Northrup & 22nd Stop.

Southwest Portland Hotel Deals

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
¥14,980
¥17,462 total
Sep 7 - Sep 8
includes taxes & fees
The Paramount Hotel
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
¥18,855
¥21,872 total
Sep 27 - Sep 28
includes taxes & fees
Hyatt House Portland/Downtown
The Porter Portland, Curio Collection by Hilton

The Porter Portland, Curio Collection by Hilton

1355 SW 2nd Ave. Portland OR
Fully refundableReserve now, pay when you stay
¥18,868
¥21,887 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (1,643 reviews)
"Clean Nice people"

Reviewed on Sep 1, 2026

The Porter Portland, Curio Collection by Hilton
See all 3,034 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.

Stay near popular Southwest Portland attractions

A bird with black and white feathers standing in water near rocks.
Photo by Charles Arcudi

Oregon Zoo

8.8/10 (2,016 reviews)
Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.
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A historic building with illuminated signage, a street intersection, and surrounding urban architecture.
Photo by Glenn Miller

McMenamins Crystal Ballroom

8.4/10 (13 reviews)
Learn about the local history of Portland with a stop at McMenamins Crystal Ballroom. Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants.
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A tram at a tram stop in front of a building with a large sign that reads "ONWARD".

Providence Park

8.6/10 (312 reviews)
Catch an event at Providence Park, and enjoy other activities in Portland such as biking. Discover the top-notch restaurants and acclaimed art scene in this vibrant area.
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A street with cars, trees, and a Portland theater sign.

Arlene Schnitzer Concert Hall

8.8/10 (99 reviews)
Enjoy musical and theatrical performances at a Portland cultural landmark, a historical theater building in the heart of the city.
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A wooden bridge over a pond surrounded by lush greenery and moss-covered rocks.

Portland Japanese Garden

9.2/10 (3,188 reviews)
Tranquility abounds in these idyllic Japanese gardens, said by many to be the most authentic outside of Japan.
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A statue of a man holding an umbrella, a food truck, and people sitting on steps in an urban setting.

Pioneer Courthouse Square

8.6/10 (1,416 reviews)
Portland’s downtown “living room” is a beloved town square and a symbol of the city’s commitment to lively public spaces.
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A garden pathway with a floral archway, surrounded by lush greenery and blooming flowers.

International Rose Test Garden

9.0/10 (13 reviews)
The scent from thousands of blooms greets you in one of the world’s finest and most important rose gardens.
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A building with a large advertisement for Francis Bacon, a public staircase, and a golden sculpture.

Portland Art Museum

9.0/10 (506 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.
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Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

¥12,889
per traveler
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

¥14,046
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Mount Hood & Multnomah Falls Tour

Full-Day Mount Hood & Multnomah Falls Tour

¥21,228
per traveler
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
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.