Southwest Portland 2026 Holidays & City Breaks | Flight + Hotel

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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

1 out of top 10 points of interest in this area

Portland’s city centre contains an exciting combination of top-class shopping, exciting entertainment and gourmet dining.

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

1 out of top 10 points of interest in this area

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

808 SW Taylor St Portland OR

Fully refundableReserve now, pay when you stay

€113

7 Sept - 8 Sept

includes taxes & fees

Hyatt House Portland/Downtown

2080 SW River Drive Portland OR

Fully refundableReserve now, pay when you stay

€118

27 Sept - 28 Sept

includes taxes & fees

Moxy Portland Downtown

585 SW 10TH AVENUE Portland OR

Fully refundableReserve now, pay when you stay

€110

7 Sept - 8 Sept

includes taxes & fees

9/10 Wonderful! (1,566 reviews)

"Love the noise silencer in the room as I was able to get rest and the staff was extremely friendly. Great location"

Reviewed on 4 Sept 2026

See all 3,045 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 holiday package cost?

Choose from any combination of flights, hotels and car rentals, and you can be holidaying 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 holiday 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 holiday?

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 holiday 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 holiday 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 holiday 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 holiday 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.

Oregon Zoo

8.8/10 (2,016 reviews)

A fascinating and diverse range of creatures from all over the world are housed here at this popular Portland attraction.

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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)

This tranquil spot in Portland’s Washington Park has been an oriental-style oasis for weary city-dwellers for almost half a century.

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A historic building with illuminated signage, a street intersection, and surrounding urban architecture.

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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