Southwest Portland Holidays

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    Packages with flights are ATOL protected

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

Make time to explore the heart of the city and discover great food, shopping and entertainment.

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

While you're in Northeast Portland, take in top sights like Moda Center or The Grotto, and hop on the metro to see more of the city at Parkrose-Sumner Transit Center or NE 82nd Avenue Station.

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

Pearl District

Stay in a hotel here as a base to enjoy this fascinating neighborhood’s offerings, from morning coffee to late-night arts.

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

Southeast Portland

Travellers choose Southeast Portland for its ample dining options. Hop aboard the metro at SE Powell Boulevard Station or SE Holgate Boulevard Station and check out top sights like Mall 205.

A city skyline with modern buildings reflected in a calm body of water, a bridge, and a clear blue sky.

Buckman

If you're spending time in Buckman, check out sights like Experiment PDX or Grand Central and hop on the metro to see more of the city at SE Grand & Belmont Stop or SE Grand & Stark Stop.

Top hotels in Southwest Portland

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
£86
8 Sept - 9 Sept
includes taxes & fees
9.2/10 Wonderful! (3,650 reviews)
"Great place"

Reviewed on 23 Aug 2026

The Paramount Hotel
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
£128
30 Aug - 31 Aug
includes taxes & fees
The Duniway Portland A Hilton Hotel
The Royal Sonesta Portland Downtown

The Royal Sonesta Portland Downtown

506 SW Washington St Portland OR
Fully refundableReserve now, pay when you stay
£103
13 Sept - 14 Sept
includes taxes & fees
The Royal Sonesta Portland Downtown
See all 418 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 travel package cost?
Get your credit card ready, because a getaway to Southwest Portland starts from just . When you bundle your hotels, flights and car rentals into a travel package, you'll score the biggest deals.
If I'm not able to travel, can I cancel my Southwest Portland travel package?
You can. We realise life doesn't always go to plan, so we're happy to help if you need to make changes to your Southwest Portland travel package. It may be possible to amend or cancel your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Southwest Portland?
Browse and book everything in the one place with our Southwest Portland travel packages. You'll find deals on flights, hotels, tours and more that'll keep your hip pocket happy and your adventurous side busy. And, with more than 550 air carriers and 1,000,000 hotels globally to choose from, you'll have the flexibility to mix and match as you want.
Does Expedia offer Book Now, Pay Later Southwest Portland holidays?
Expedia has joined forces with online lender Klarna to make booking your next trip easier on your budget. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that suits your budget. Consider these flexible payment options:
  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's monthly instalment plans. If making bite-sized repayments each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip in multiple transactions.
  • Low deposit holidays: Pressing the "book now" button is easier with this payment plan. Put down a small deposit on your escape and then start packing your bags.
How far in advance should I book my Southwest Portland holiday?
Browse Expedia to compare airfares as soon as you've got your travel dates. In many cases, you can purchase a ticket up to a year in advance. If it's too early for your preferred air carrier, or you're booking late, don't stress. Cheap fares to Southwest Portland sometimes emerge a few weeks before departure.
What does an Expedia Southwest Portland travel package include?
Rental cars, flights and hotels, or any combination of them — it's your pick! Whether you're exploring Southwest Portland with the whole family or travelling by yourself, there's a bundle to suit every style and budget. Once you've made your booking, why not add on one or two activities?
What should I know before booking a Southwest Portland travel package?
You can save big by combining your airfares, hotels and rental cars. Once you've created your package, you can add on activities or sightseeing tours. Your next awesome holiday is only a few clicks away.
Can I choose my airline with a Southwest Portland Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our travel packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.

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 when you take a trip to McMenamins Crystal Ballroom. Stroll along the riverfront in this vibrant area or visit 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 cycling.Discover the top-notch restaurants and acclaimed art galleries in this vibrant area.
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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 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 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

£61
per traveller
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

£66
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

£100
per traveller
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. Flight-inclusive packages are ATOL protected.