Southwest Portland Holidays

Photo by Glenn Miller

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

Downtown Portland

1 out of top 10 points of interest in this area
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

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$146 per night from 5 Apr to 6 Apr
S$146
5 Apr - 6 Apr
includes taxes & fees
9.2/10 Wonderful! (3,283 reviews)
Unfortunately we did not have a great experience here. Although the front desk people were very friendly, neither Expedia or the hotel itself warned us there would be road construction right outside our room until 1 am. All the other guests had already asked to change rooms so we were simply offered ...

Reviewed on 2 Apr, 2026

The Paramount Hotel
Park Lane Suites and Inn

Park Lane Suites and Inn

2.5 out of 5
809 SW King Avenue Portland OR
Fully refundable
The price is S$130 per night from 3 May to 4 May
S$130
3 May - 4 May
includes taxes & fees
8.8/10 Excellent! (1,699 reviews)
Parking was difficult, but it was at least quiet. I don’t think a lot of cleaning gets done because there were dirty socks in the room and panties hanging in the shower when we entered the room for the first time. Yikes.

Reviewed on 2 Apr, 2026

Park Lane Suites and Inn
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 S$226 per night from 5 Apr to 6 Apr
S$226
5 Apr - 6 Apr
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Hotel is in a good area. Pool and restaurants are good. Staff are not friendly. Some staff members were rude

Reviewed on 29 Mar, 2026

The Duniway Portland A Hilton Hotel
See all 3,041 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

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
PSU Plaza in Downtown Portland, OR

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
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 Through Downtown

S$113
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

S$165
per adult
96% of travellers recommend
Portland: Dinner Cruise on the Willamette River
Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

S$135
per adult
92% of travellers recommend
Portland: Brunch Cruise on Willamette River
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.