Southwest Portland Trips (flight + hotel)

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

Top hotels in Southwest Portland

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 P6,515 per night from Nov 29 to Nov 30
P6,515
P7,593 total
Nov 29 - Nov 30
includes taxes & fees
The Paramount Hotel
Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
409 Sw 11th Ave Portland OR
Fully refundableReserve now, pay when you stay
The price is P6,615 per night from Nov 18 to Nov 19
P6,615
P7,674 total
Nov 18 - Nov 19
includes taxes & fees
Mark Spencer Hotel
Heathman Hotel

Heathman Hotel

4.5 out of 5
1001 SW Broadway Portland OR
Fully refundableReserve now, pay when you stay
The price is P4,897 per night from Dec 3 to Dec 4
P4,897
P7,882 total
Dec 3 - Dec 4
includes taxes & fees
9.2/10 Wonderful! (1,133 reviews)
"Vintage charm, beautifully updated and maintained Lobby restaurant is fantastic"

Reviewed on Nov 11, 2026

Heathman Hotel
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

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.