Southwest Portland Holidays

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    Save up to S$134 when you book a flight and hotel together*
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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$166 per night from 28 Jul to 29 Jul
S$166
28 Jul - 29 Jul
includes taxes & fees
8.6/10 Excellent! (1,865 reviews)
"Central location but sketchy area"

Reviewed on 23 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$167 per night from 27 Jul to 28 Jul
S$167
27 Jul - 28 Jul
includes taxes & fees
9.2/10 Wonderful! (2,636 reviews)
"I love this area! Pioneer Square is always convenient, walkable, and has lots to do. The Paramount was no exception. Great service, personable staff, and solid amenities. I'll be back!"

Reviewed on 24 Jul, 2025

The Paramount Hotel
Dossier Hotel

Dossier Hotel

4.5 out of 5
750 SW Alder Street, Portland, OR
9.2/10 Wonderful! (1,182 reviews)
Dossier all day long!
"Staff was lovely. Room was lovely. Location is perfect."

Reviewed on 23 Jul, 2025

Get rates
Dossier Hotel
See all 419 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

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

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

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
Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

S$109
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

S$11
per adult
Downtown Golden Adventure Quest Experience in Portland
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.