
Crestwood Vacations from $482
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Your Crestwood Vacation
Lock in a Crestwood vacation package and prepare to experience the highlights of this city. Consider staying in the neighborhood of Overlook, which is good for cycling, bars and pubs and dining. Make your trip to Crestwood even more fun and exciting by including some sightseeing. Oregon Zoo, Portland State University and Portland Japanese Garden are some of the most popular attractions you'll want to explore. Whoever you're going away with and whatever your bank balance, your dream Crestwood vacation is just clicks away with Expedia.
The Latest Crestwood Vacation Packages


Heathman Hotel
Reviewed on Sep 14, 2026

Beach Pines Bungalow by Avantstay Classic Cottage Steps to the Beach w/ Private Yard
Reviewed on Aug 27, 2026

Grey Oak by Avantstay Surfers Retreat Walk to Cove Beach + Golf + Firepit
Reviewed on May 19, 2026
Where to stay in Crestwood

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.
Crestwood Hotel Deals

The Paramount Hotel

Heathman Hotel
"Pros: Very nicely appointed, rich decor; sizable and quiet bedrooms, comfortable beds; very convenient downtown location; excellent food at restaurant (though very limited selections while under renovation). Cons: While the staff was friendly and tried to be helpful, there were a lot of service glitches ..."
Reviewed on Sep 14, 2026

Country Inn & Suites by Radisson, Portland International Airport, OR
Things to do

Portland: 2-Hour Lunch Cruise Through Downtown

Half-Day Multnomah Falls & Gorge Waterfalls Tour




















