Southwest Portland Holidays

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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 which includes a bay or harbour, picnicking and boating

Downtown Portland

4/5(42 area reviews)

Find it all—food, shopping, events, and nature—right in the heart of the city.

Find hotels in Downtown Portland

Top hotels in Southwest Portland

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 S$167 per night from 31 Jul to 1 Aug
S$167
31 Jul - 1 Aug
includes taxes & fees
8.6/10 Excellent! (1,831 reviews)
"Great location with bus and max stations within a 5min walking radius. My room was very quiet, and had all the basic amenities like a microwave, refrigerator, coffee maker etc. I especially liked the fact that they had water filling stations in the building, I wish more hotels would provide that. ..."

Reviewed on 13 Jul, 2025

Courtyard by Marriott Portland City Center
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 S$168 per night from 10 Aug to 11 Aug
S$168
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (2,607 reviews)
"A special shout out to Eric at the front desk for sorting out our check in and being understanding with us. The room was massive and VERY comfortable. Valet staff were amazing. Great central location with plenty of dining options within easy walking distance."

Reviewed on 14 Jul, 2025

The Paramount Hotel
Dossier Hotel

Dossier Hotel

4.5 out of 5
750 SW Alder Street, Portland, OR
Fully refundableReserve now, pay when you stay
The price is S$233 per night from 20 Jul to 21 Jul
S$233
20 Jul - 21 Jul
includes taxes & fees
9.2/10 Wonderful! (1,162 reviews)
"It was cool"

Reviewed on 14 Jul, 2025

Dossier Hotel
See all 427 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.

Popular places to visit

Oregon Zoo featuring zoo animals and landscape views as well as a large group of people

Oregon Zoo

4.5/5(2 reviews)

View native creatures and endangered species during every month of the year at one of the oldest zoos in the United States.

Oregon Zoo
Portland State University

Portland State University

4/5(1 review)

Walk around the campus at Portland State University during your stay in Portland. Discover the acclaimed theatre scene in this vibrant area or seek out the cycling trails.

Portland State University
Pioneer Courthouse Square

Pioneer Courthouse Square

4/5(20 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

Things to do

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

S$111
per adult
98% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Full-Day Guided Oregon Coast Tour from Portland

Full-Day Guided Oregon Coast Tour from Portland

S$178
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
From Portland: Columbia Gorge Waterfalls Tour

From Portland: Columbia Gorge Waterfalls Tour

S$114
per adult
100% of travellers recommend
From Portland: Columbia Gorge Waterfalls 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.