A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

Southwest Portland Vacations from $555

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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.

    Trip length

    Stars

    Flight class

    Remove all filters

    Where to stay in Southwest Portland

    Find the best Southwest Portland areas and neighborhoods for the activities you enjoy most.

    A theater marquee with 'Portland' and 'An Evening with Crosby, Stills & Nash' written on it.

    A red bridge over a river, a city skyline, and a hill with trees in the background.

    A city skyline at dusk with reflections in a calm body of water.

    A river with a city skyline in the background, a bridge, and a boat with people.

    A cherry blossom-lined riverbank with a bridge and train tracks in the background.

    View properties in map for Downtown 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.

    See properties

    The Moda Center with a clear sky, trees, and a pedestrian area.

    A cityscape at night with two illuminated towers and a large conference center.

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

    A pedestrian bridge with metal railings and a wooden walkway, overlooking a city skyline with illuminated buildings and a river.

    Photo by Glenn Miller

    A colorful mural with a stylized flower and the text "LABONITA" on a building.

    View properties in map for Northeast Portland

    Northeast Portland

    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.

    See properties

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

    A modern urban park with a wooden fence, a pond with lily pads, and a pedestrian bridge.

    A building with a large McMenamins Pubs & Breweries sign.

    A modern urban area with high-rise buildings, a wooden fence, and a grassy area with people.

    A corner building with a restaurant and a hotel.

    View properties in map for Pearl District

    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.

    See properties

    A large industrial building with a prominent red chimney and the letters "QMS" on its side.

    A modern building with a glass facade and a large poster advertising 'Journey to the Stars'.

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

    A river with a bridge, a red building with 'OMSI' on it, and a modern glass building in the background.

    Photo by Glenn Miller

    A modern building with a glass facade and a prominent red neon sign that reads "OMSI".

    View properties in map for Southeast Portland

    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!

    See properties

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

    A bronze statue of a seated figure on a concrete bench in an urban park with a city skyline in the background.

    Photo by Glenn Miller

    A crowded indoor market with various stalls and shoppers.

    Photo by Grace Sobieralski

    Two glasses of beer on a wooden table.

    Photo by Holly Wolford

    A storefront with a sign reading "City Liquidators Open to the Public" and a phone number "Open 9106 7 Days".

    Photo by Deb Loom

    View properties in map for Buckman

    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.

    See properties

    Discover the most popular places to visit in Southwest Portland

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

    Oregon Zoo

    Rating: 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.

    See properties

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

    Arlene Schnitzer Concert Hall

    Rating: 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.

    See properties

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

    Portland Japanese Garden

    Rating: 9.2/10 (3,188 reviews)

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

    See properties

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

    Pioneer Courthouse Square

    Rating: 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.

    See properties

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

    Providence Park

    Rating: 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.

    See properties

    A historic building with illuminated signage, a street intersection, and surrounding urban architecture.

    Photo by Glenn Miller

    McMenamins Crystal Ballroom

    Rating: 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.

    See properties

    A park with stone benches and a wooden staircase.

    Keller Auditorium

    Rating: 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.

    See properties

    An art gallery with abstract sculptures and paintings.

    Portland Art Museum

    Rating: 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.

    See properties

    What to do near Southwest Portland

    Portland: 2-hour Lunch Cruise on the Willamette River

    Portland: 2-Hour Lunch Cruise Through Downtown

    $88

    per adult

    98% of travelers recommend

    Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

    Portland: Brunch Cruise on Willamette River

    $105

    per adult

    92% of travelers recommend

    Portland: Willamette River 2.5-hour Dinner Cruise

    Portland: Dinner Cruise on the Willamette River

    $129

    per adult

    96% of travelers recommend

    See all activities near Southwest Portland

    Southwest Portland Hotel Deals

    Hyatt House Portland/Downtown

    A spacious indoor area with multiple seating arrangements, including tables and chairs, and a central bar area.
    • Address: 2080 SW River Drive, Portland, OR, 97201, US
    • Location: Southwest Portland
    • Star rating: 3/5
    • Guest rating: 9.2/10 (Wonderful, 2783 reviews)
    • Price: $116 nightly, $135 total, Nov 22 - Nov 23, Total with taxes and fees
    • Review: The only problem is no parking.

    Hyatt Centric Downtown Portland

    A modern building with large glass windows and wooden beams, featuring a sign that reads "HOTEL CENTRE".
    • Address: 601 SW 11th Ave, Portland, OR, 97205, US
    • Location: Southwest Portland
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 1209 reviews)
    • Price: $101 nightly, $117 total, Dec 12 - Dec 13, Total with taxes and fees
    • Review: The room was spacious, clean and beautiful. Staff was friendly and helpful.

    Residence Inn by Marriott Portland Downtown/RiverPlace

    A modern kitchen with two islands, wooden cabinets, and a brick backsplash.
    • Address: 2115 Sw River Pkwy, Portland, OR, 97201, US
    • Location: Southwest Portland
    • Star rating: 3/5
    • Guest rating: 9/10 (Wonderful, 1001 reviews)
    • Price: $131 nightly, $152 total, Nov 20 - Nov 21, Total with taxes and fees
    • Review: Breakfast was yummy

    University Place Hotel & Conference Center

    A hotel with multiple high-rise buildings, a parking lot, and a sign indicating it is the University Place Hotel and Conference Center.
    • Address: 310 SW Lincoln Street, Portland, OR, 97201, US
    • Location: Southwest Portland
    • Star rating: 2.5/5
    • Guest rating: 8/10 (Very good, 2198 reviews)
    • Price: $91 nightly, $106 total, Nov 22 - Nov 23, Total with taxes and fees
    • Review: It was south of downtown area. Unusual style of architecture. Very large room. It had space for comfy chair which would be nice for reading. Also updated outlets for phones and desk top would be great. Parking was very reasonable. I would stay here again.

    Capitol Hill Motel

    A hotel room with a bed, a desk, a chair, a television, and a ceiling fan.
    • Address: 9110 SW BARBUR BLVD, Portland, OR, 97219, US
    • Location: Southwest Portland
    • Star rating: 2.5/5
    • Guest rating: 9.2/10 (Wonderful, 878 reviews)
    • Price: $89 nightly, $103 total, Nov 16 - Nov 17, Total with taxes and fees
    • Review: Clean and affordable - was a bit nicer than I expected for a motel. No desk, so I worked at the Starbucks just up the road. Overall, very convenient and inexpensive. Also, quiet!

    Park Lane Suites and Inn

    A spacious living room with a sofa, two armchairs, a coffee table, and a floor lamp. Large windows offer a view of greenery outside.
    • Address: 809 SW King Avenue, Portland, OR, 97205, US
    • Location: Southwest Portland
    • Star rating: 2.5/5
    • Guest rating: 8.6/10 (Excellent, 2030 reviews)
    • Price: $94 nightly, $109 total, Dec 1 - Dec 2, Total with taxes and fees
    • Review: The room was nice and clean. The staff was friendly and helpful.

    The Paramount Hotel

    A spacious lobby with a high ceiling, a chandelier, and a Christmas tree.
    • Address: 808 SW Taylor St, Portland, OR, 97205, US
    • Location: Southwest Portland
    • Star rating: 3.5/5
    • Guest rating: 9.2/10 (Wonderful, 3794 reviews)
    • Price: $121 nightly, $141 total, Nov 29 - Nov 30, Total with taxes and 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.

    See all properties in Southwest Portland

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