Southwest Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

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 featuring boating, picnicking and a bay or harbour

Downtown Portland

1 out of top 10 points of interest in this area
4/5(42 area reviews)

Known for its stunning river views and popular shops, there's plenty to explore in Downtown Portland. Check out top attractions like Portlandia and Portland City Hall, and jump on the metro at City Hall-SW 5th and Jefferson Street Station or SW 6th-Madison Street Station to see more of the city.

Find hotels in Downtown 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 2.407.817 ₫ per night from 30 Nov to 1 Dec
2.407.817 ₫
2.806.311 ₫ total
30 Nov - 1 Dec
includes taxes & fees
9.2/10 Wonderful! (3,023 reviews)
Very good

Reviewed on 24 Nov 2025

The Paramount Hotel
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is 3.135.631 ₫ per night from 8 Dec to 9 Dec
3.135.631 ₫
3.637.333 ₫ total
8 Dec - 9 Dec
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Close to the concert hall and lots of good restaurants.

Reviewed on 22 Nov 2025

The Duniway Portland A Hilton Hotel
Embassy Suites by Hilton Portland Downtown

Embassy Suites by Hilton Portland Downtown

4 out of 5
319 SW Pine St Portland OR
Fully refundableReserve now, pay when you stay
The price is 2.911.690 ₫ per night from 21 Dec to 22 Dec
2.911.690 ₫
3.444.972 ₫ total
21 Dec - 22 Dec
includes taxes & fees
8.6/10 Excellent! (1,331 reviews)
We had a fun swim with my grandsons. Enjoyed dinner at Mothers.

Reviewed on 28 Nov 2025

Embassy Suites by Hilton Portland Downtown
See all 2,947 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 1null000null000 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 Health and Science University

Oregon Health and Science University

5/5(1 review)

Walk around the campus at Oregon Health and Science University during your stay in Portland. Discover the area's shops or seek out its cycling trails.

Oregon Health and Science University
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 art galleries in this vibrant area or seek out the cycling trails.

Portland State University
Keller Auditorium

Keller Auditorium

You can make plans for a show at Keller Auditorium during your stay in Portland. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Keller Auditorium