
Pleasant Valley Vacation Packages
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Your Pleasant Valley Vacation
Lock in a Pleasant Valley vacation package that includes everything you need without any unnecessary extras. Good for shopping, nightlife and bars and pubs, consider basing yourself in the neighborhood of Mississippi District. Fill up your itinerary with visits to Clackamas Town Center, Mt Hood Community College - Gresham Campus and Mall 205, some of the top attractions you really should see during your trip to Pleasant Valley. Stop dreaming and start adventuring. Browse the wide range of options on Expedia today and finally put your Pleasant Valley vacation plans in motion!
Top Holiday Package Deals in Pleasant Valley


Budget Inn Gladstone By OYO - Portland/Clackamas
Reviewed on Sep 19, 2026


Where to stay in Pleasant Valley

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.
Pleasant Valley Hotel Deals

The Paramount Hotel

Heathman Hotel
"Basically, most everything was great. The location was great; the hotel itself is beautiful. All the staff that we interacted with were very professional and very helpful whenever asked a question. There were only two things that were problems. The first was the Wi-Fi did not work in the room we ..."
Reviewed on Sep 21, 2026

Country Inn & Suites by Radisson, Portland International Airport, OR
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Stay near popular Pleasant Valley attractions
Lakeside Gardens
Leach Botanical Garden
Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Portland: 2-Hour Lunch Cruise Through Downtown








