Southwest Portland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Southwest Portland
Price found within the past 48 hours. Click for updated prices.
Mark Spencer Hotel
Downtown Portland
CA $1,087
per person
Dec 28 - Jan 1
just found
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (2,515 reviews)
The Mark Spencer Hotel was definitely an experience I won't soon forget. By a textbook definition, the property would more likely be a 3 star hotel, but the staff really bumped it up to where I'd consider it a 4 star hotel.
Let's start by saying the location was a major consideration. Public transport was easy and speedy (being able to take the MAX from PDX to DT was crazy convenient, making it $2.80, instead of $40+. There are a lot of restaurants, bars, and grocery stores within walking distance, It's a quick walk to the waterfront, PSU, and any number of sightseeing destinations. And with the MAX/FX2 just a few blocks away, I was able to easily go to Vancouver, WA, and east of the Willamette.
The room itself was lovely. Comfortable bed (with lots of pillows), efficiency kitchen with cooking and dining utensils, black out shade for sleeping in, clean restroom, etc. I have zero complaints here. She's may be time-worn and storied, but I appreciate heirloom architecture far more than the pizzazz and blinding lights of the newer, "chic-er" area hotels. I read reviews about stains and mold, so I searched - I really searched, and found none.
But the best part of my stay was the people who welcomed me, took care of me, and always had a smile. Particular shout out to Harrison and Tim, who went above and beyond. And Brent(?), who really followed up. Downtown anywhere is going to have challenges; theses guys really stepped up to make a pleasant stay. ❤️🤘💪
Reviewed on Oct 25, 2026
Sentinel Hotel
Downtown Portland
CA $1,113
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PDX)
8.8/10 Excellent! (1,007 reviews)
Not sure how it got the five star rating. No room service, but we did get to have our dog so that was nice. Didn't sleep much due to loud HVAC and what sounded like live rock music all night. The art was cool.
Reviewed on Oct 25, 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
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
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
Mark Spencer Hotel
409 Sw 11th Ave Portland OR
Fully refundableReserve now, pay when you stay
CA $156
CA $181 total
Nov 4 - Nov 5
includes taxes & fees
9.2/10 Wonderful! (2,522 reviews)
"The Mark Spencer Hotel was definitely an experience I won't soon forget. By a textbook definition, the property would more likely be a 3 star hotel, but the staff really bumped it up to where I'd consider it a 4 star hotel. Let's start by saying the location was a major consideration. Public transport ..."
Reviewed on Oct 25, 2026
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $135
CA $157 total
Nov 11 - Nov 12
includes taxes & fees
9.2/10 Wonderful! (3,774 reviews)
"Such an amazing place to stay while in Portland can’t wait to come back .!"
Reviewed on Oct 25, 2026
Heathman Hotel
1001 SW Broadway Portland OR
Fully refundableReserve now, pay when you stay
CA $110
CA $176 total
Nov 22 - Nov 23
includes taxes & fees
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 $1,009. 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.
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.
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.
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.
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.
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.
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 $120
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
CA $124
per adult
98% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
CA $198
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.