Southwest Portland Vacations from $519

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The Latest Southwest Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Independence

The Independence

$519
per person
Jan 11 - Jan 15
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9.6/10 Exceptional! (1,006 reviews)
Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
$586
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip flight included
Burbank (BUR) 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

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
$868
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Skamania Lodge

Skamania Lodge

$524
per person
Dec 29 - Jan 2
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
9.2/10 Wonderful! (1,071 reviews)
Beautiful facility that I'd stay at again in a heartbeat!

Reviewed on Oct 25, 2026

The Hoxton, Portland

The Hoxton, Portland

Downtown Portland
$566
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9/10 Wonderful! (1,010 reviews)

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
Two people sitting on a blanket by a marina with boats docked in the background.

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.

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

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.

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

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.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

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!

A city skyline with modern buildings reflected in a calm body of water, a bridge, and a clear blue sky.

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

Mark Spencer Hotel

409 Sw 11th Ave Portland OR
Fully refundableReserve now, pay when you stay
$116 nightly
$135 total
Nov 3 - Nov 4
Total with taxes and 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

Mark Spencer Hotel
The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$107 nightly
$124 total
Nov 15 - Nov 16
Total with taxes and fees
The Paramount Hotel
Heathman Hotel

Heathman Hotel

1001 SW Broadway Portland OR
Fully refundableReserve now, pay when you stay
$117 nightly
$136 total
Nov 22 - Nov 23
Total with taxes and fees
Heathman Hotel
See all 3,066 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.

Stay near popular Southwest Portland attractions

A giraffe standing near a rocky enclosure with visitors observing from behind a fence.

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.
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A theater marquee with "Portland 15" and "Summer Arts & Music on Main" displayed.

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.
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A serene pond with a small stone pagoda, lush greenery, and a waterfall in the background.

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.
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A snowy plaza with a large Christmas tree and smaller trees, surrounded by buildings.

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.
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A tram at a tram stop in front of a building with a large sign that reads "ONWARD".

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.
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A historic building with illuminated signage, a street intersection, and surrounding urban architecture.
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.
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A park with stone benches and a wooden staircase.

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.
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An art gallery with abstract sculptures and paintings.

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.
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Things to do

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

$88
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

$129
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

$105
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.