Woodlawn Vacations from $442
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Your Woodlawn Vacation
An easy way to experience this lively city is with a custom-made Woodlawn vacation package. Base yourself in the neighborhood of Mississippi District, which is good for shopping, nightlife and bars and pubs or choose someplace else — our packages are all about you. If your trip to Woodlawn includes some sightseeing, drop by major attractions such as Oregon Zoo, Portland State University and Portland Japanese Garden. Stop dreaming and start adventuring. Browse the wide range of options on Expedia today and finally put your Woodlawn vacation plans into action!
The Latest Woodlawn Vacation Packages
Skamania Lodge
Reviewed on Aug 16, 2026
Mark Spencer Hotel
Reviewed on Aug 17, 2026
Where to stay in Woodlawn
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
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!
Southwest Portland
Downtown Portland boasts cultural, educational, and retail hotspots, with attractions like Tom McCall Waterfront Park, Portland Art Museum, and Pioneer Place mall. Enjoy pedestrian-friendly streets and unique residential areas in Southwest Portland.
Woodlawn Hotel Deals
The Paramount Hotel
"It was good"
Reviewed on Aug 17, 2026
Oxford Suites Portland - Jantzen Beach
"It's really nice to have a secure parking area, especially due to the location."
Reviewed on Aug 18, 2026
Hyatt Regency Portland at the Oregon Convention Center
"located downtown close to everything which was nice. We Hated, absolutely hated the pillows!! Pillows were so thin it felt like sleeping without one at all, we didn’t sleep well because of it."
Reviewed on Aug 17, 2026
Stay near popular Woodlawn attractions
Woodlawn Park
The High Water Mark
Things to do
Portland: 2-Hour Lunch Cruise Through Downtown
Portland: Dinner Cruise on the Willamette River
