Southwest Portland Vacations from ￥77,662

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to ￥9,995 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    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.
Hotel deLuxe

Hotel deLuxe

4 out of 5
Downtown Portland
per person
Jul 31 - Aug 4
found 19 hours ago
Roundtrip non-stop flight included
Medford (MFR) to Portland (PDX)
8.8/10 Excellent! (1,007 reviews)
Our room had a view but was quite small. The shower above tub area needs grab bars for safety getting in and out.

Reviewed on Jun 4, 2024

Dossier Hotel

Dossier Hotel

4.5 out of 5
Downtown Portland
per person
Jul 31 - Aug 4
found 19 hours ago
Roundtrip non-stop flight included
Medford (MFR) to Portland (PDX)
9/10 Wonderful! (1,008 reviews)
The property met or surpassed my expectations. Would stay here again. The only drawback is the state of the downtown area, but it appears to be moving in the right direction.

Reviewed on Jun 5, 2024

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
per person
Jul 31 - Aug 4
found 19 hours ago
Roundtrip non-stop flight included
Medford (MFR) to Portland (PDX)
8.8/10 Excellent! (1,003 reviews)
The staff was so attentive to our needs. When we arrived our mini fridge was not cooling so they immediately sent someone to repair for us. We were only in Portland for one night but would have definitely stayed here if we had more time to stay. Room was spacious and quiet. Bed was extremely comfortable. Enjoyed our stay thoroughly.

Reviewed on May 28, 2024

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
per person
Jul 31 - Aug 4
found 19 hours ago
Roundtrip non-stop flight included
Medford (MFR) to Portland (PDX)
9.4/10 Exceptional! (1,063 reviews)
Hotel had spacious rooms and places that were walkable to shop and dine at.

Reviewed on Jun 5, 2024

Woodlark

Woodlark

4 out of 5
Downtown Portland
per person
Jul 31 - Aug 4
found 19 hours ago
Roundtrip non-stop flight included
Medford (MFR) to Portland (PDX)
9/10 Wonderful! (1,000 reviews)
Loved this property. It was beautiful, comfortable, friendly and convenient. I do with the rooms had coffee in them, but I wouldn’t even call that a flaw. Absolutely would stay here again.

Reviewed on Jun 3, 2024

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)

Make time to explore the heart of the city and discover great food, shopping and entertainment.

Find hotels in Downtown Portland

Southwest Portland Hotel Deals

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 ￥13,564 per night from Jul 7 to Jul 8
￥13,564
per night
Jul 7 - Jul 8
8.6/10 Excellent! (1,057 reviews)
"Very spacious room with sofa and desk area. Very comfortable king sized bed. Spacious entrance lobby with coffee/ tea and cooled water to drink as well as plenty of chairs. Large retro 4 person pacman machine. The hotel is central to the town and very easy access to the rail station and with very ..."

Reviewed on Jun 4, 2024

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 ￥17,259 per night from Jun 16 to Jun 17
￥17,259
per night
Jun 16 - Jun 17
9.2/10 Wonderful! (1,908 reviews)
"Great staff"

Reviewed on Jun 4, 2024

The Paramount Hotel
Moxy Portland Downtown
Moxy Portland Downtown
3 out of 5
585 SW 10TH AVENUE, Portland, OR
Fully refundableReserve now, pay when you stay
The price is ￥14,811 per night from Jun 23 to Jun 24
￥14,811
per night
Jun 23 - Jun 24
8.8/10 Excellent! (698 reviews)
"Apart from two days of hot water running not so hot, so having taken two semi-cold shower, the place was good for someone not so sensitive to noises. Agreeing with the other reviews, you do hear people nextdoor talking clearly. The water pressure and water temperature need quite an improvement. Other ..."

Reviewed on Jun 4, 2024

Moxy Portland Downtown
See all 2,796 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 ￥77,662. 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

Image for Oregon Zoo

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
Image for Oregon Health and Science University

Oregon Health and Science University

4.5/5(369 reviews)

Walk around the campus at Oregon Health and Science University during your visit to Portland. Discover the area's shops, or seek out its biking trails.

Oregon Health and Science University
Image for 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 theater scene in this vibrant area, or seek out the biking trails.

Portland State University

Things to do

Image for Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

￥12,669
Per adult
94% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Image for Portland: Champagne Brunch Cruise on Willamette River

Portland: Champagne Brunch Cruise on Willamette River

￥15,026
Per adult
94% of travellers recommend
Portland: Champagne Brunch Cruise on Willamette River
Image for Downtown Portland's Outdoor Sculptures: A Self-Guided Audio Tour

Downtown Portland's Outdoor Sculptures: A Self-Guided Audio Tour

￥766
Per adult
Downtown Portland's Outdoor Sculptures: A Self-Guided Audio Tour
See all activities in Portland

Other vacations you might like

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