Southwest Portland Vacations from ￥128,459

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 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

The Latest Southwest Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Hotel Zags Portland

The Hotel Zags Portland

4 out of 5
Downtown Portland
Price was ￥175,098, price is now ￥128,459 per person
￥128,459
per person
Jan 21 - Jan 28
just found
Roundtrip non-stop flight included
Tokyo (HND) to Portland (PDX)
8.6/10 Excellent! (1,008 reviews)
Staff was friendly. I didn’t pay for parking bc I don’t believe in paying for parking at any hotel. So parking on the street was fine. I get up early enough to beat the meter guard. I wish that they offered a real breakfast. It would really make a huge difference in customer experience.

Reviewed on Nov 23, 2025

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
Price was ￥218,818, price is now ￥146,750 per person
￥146,750
per person
Jan 21 - Jan 28
just found
Roundtrip non-stop flight included
Tokyo (HND) to Portland (PDX)
8.8/10 Excellent! (1,005 reviews)
Beautiful hotel. Staff was nice. No breakfast bar to speaf of, just coffee.

Reviewed on Oct 25, 2025

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
Price was ￥191,624, price is now ￥132,394 per person
￥132,394
per person
Jan 21 - Jan 28
just found
Roundtrip non-stop flight included
Tokyo (HND) to Portland (PDX)
9.2/10 Wonderful! (1,838 reviews)
It was in walking distance to a number of places I enjoy visiting. They provided parking for an extra expense, but that was okay with me.

Reviewed on Nov 27, 2025

Hotel deLuxe

Hotel deLuxe

4 out of 5
Downtown Portland
Price was ￥191,430, price is now ￥133,032 per person
￥133,032
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Portland (PDX)
8.8/10 Excellent! (1,001 reviews)
Staff let us check inn early and where very helpful.

Reviewed on Nov 22, 2025

Dossier Hotel

Dossier Hotel

4.5 out of 5
Downtown Portland
Price was ￥194,342, price is now ￥137,087 per person
￥137,087
per person
Jan 21 - Jan 28
just found
Roundtrip non-stop flight included
Tokyo (HND) to Portland (PDX)
9.4/10 Exceptional! (1,277 reviews)
Best room in the house, Penthouse Corner King, who could ask for more? Actually, the best is the Dossier staff, friendly professional and always welcoming. Thank you for a great check-in!

Reviewed on Nov 25, 2025

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 - South Waterfront showing picnicing, boating and a bay or harbor

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(4,488 area reviews)

Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.

Find hotels in Downtown Portland

Southwest Portland Hotel Deals

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 ￥14,262 per night from Nov 30 to Dec 1
￥14,262
￥16,623 total
Nov 30 - Dec 1
includes taxes & fees
9.2/10 Wonderful! (3,030 reviews)
friendly staff good food very nice rooms

Reviewed on Nov 25, 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 ￥18,576 per night from Dec 16 to Dec 17
￥18,576
￥21,549 total
Dec 16 - Dec 17
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Close to the concert hall and lots of good restaurants.

Reviewed on Nov 22, 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 ￥17,248 per night from Dec 21 to Dec 22
￥17,248
￥20,407 total
Dec 21 - Dec 22
includes taxes & fees
8.6/10 Excellent! (1,327 reviews)
Employees are super nice.

Reviewed on Nov 24, 2025

Embassy Suites by Hilton Portland Downtown
See all 2,955 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 vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Southwest Portland from just ￥128,459. 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.

Discover the most popular places to visit in Southwest Portland

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

Oregon Zoo

4.5/5(610 reviews)

Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.

Oregon Zoo
Portland State University

Portland State University

4/5(614 reviews)

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

Portland State University
Portland Japanese Garden showing a bridge, landscape views and forest scenes

Portland Japanese Garden

4.5/5(1,189 reviews)

Tranquility abounds in these idyllic Japanese gardens, said by many to be the most authentic outside of Japan.

Portland Japanese Garden

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

￥13,380
per traveler
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

￥13,695
per adult
98% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

￥16,371
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.