Southwest Portland Vacation Packages
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Top Holiday Package Deals in Southwest Portland
Price found within the past 48 hours. Click for updated prices.
Budget Inn Gladstone By OYO - Portland/Clackamas
CA $551
per person
Oct 23 - Oct 26
found 21 hours ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
6.2/10 (263 reviews)
It certainly was inexpensive. Could use some more updating. Other than that, no major issues. Fresh towels every morning!
Reviewed on Sep 19, 2026
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
1 out of top 10 points of interest in this area
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.
Northeast Portland
1 out of top 10 points of interest in this area
Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.
Pearl District
1 out of top 10 points of interest in this area
Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.
Southeast Portland
Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!
Buckman
If you're spending time in Buckman, check out sights like Revolution Hall or Experiment PDX and hop on the metro to see more the city at SE Grand & Belmont Stop or SE Grand & Stark Stop.
Southwest Portland Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $165
CA $192 total
Oct 14 - Oct 15
includes taxes & fees
Heathman Hotel
1001 SW Broadway Portland OR
Fully refundableReserve now, pay when you stay
CA $140
CA $212 total
Oct 18 - Oct 19
includes taxes & fees
9.2/10 Wonderful! (1,090 reviews)
"Basically, most everything was great. The location was great; the hotel itself is beautiful. All the staff that we interacted with were very professional and very helpful whenever asked a question. There were only two things that were problems. The first was the Wi-Fi did not work in the room we ..."
Reviewed on Sep 21, 2026
Hyatt House Portland/Downtown
2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
CA $166
CA $192 total
Oct 11 - Oct 12
includes taxes & fees
9.2/10 Wonderful! (2,716 reviews)
"Good stay for families"
Reviewed on Sep 21, 2026
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 CA $541. 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
Oregon Zoo
8.8/10 (2,016 reviews)
Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.
Arlene Schnitzer Concert Hall
8.8/10 (99 reviews)
Enjoy musical and theatrical performances at a Portland cultural landmark, a historical theater building in the heart of the city.
Photo by Glenn Miller
McMenamins Crystal Ballroom
8.4/10 (13 reviews)
Learn about the local history of Portland with a stop at McMenamins Crystal Ballroom. Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants.
Portland Japanese Garden
9.2/10 (3,188 reviews)
Tranquility abounds in these idyllic Japanese gardens, said by many to be the most authentic outside of Japan.
Providence Park
8.6/10 (312 reviews)
Catch an event at Providence Park, and enjoy other activities in Portland such as biking. Discover the top-notch restaurants and acclaimed art scene in this vibrant area.
Keller Auditorium
9.2/10 (95 reviews)
Watch traveling Broadway productions and other shows in a beautiful downtown theater that's been packing in the crowds for more than a century.
Pioneer Courthouse Square
8.6/10 (1,416 reviews)
Portland’s downtown “living room” is a beloved town square and a symbol of the city’s commitment to lively public spaces.
Portland Art Museum
9.0/10 (506 reviews)
Spend a day with European masters and Native American artists at one of Portland’s premier cultural attractions, the oldest art museum in the Pacific Northwest.
Things to do
Half-Day Multnomah Falls & Gorge Waterfalls Tour
CA $118
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
CA $122
per adult
98% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
CA $194
per traveller
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.