Woodstock Vacations from $646
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Your Woodstock Vacation
Book a Woodstock vacation package and prepare to experience the best of this city. Consider basing yourself in the neighborhood of Mississippi District, which is good for shopping, nightlife and bars and pubs. If taking in sights is part of the program during your trip to Woodstock, visit top attractions like Oregon Zoo, Portland State University and Portland Japanese Garden. No matter your travel plans or the size of your budget, organizing your ultimate tailored Woodstock vacation is a breeze with Expedia.
The Latest Woodstock Vacation Packages
Surftides Lincoln City
Reviewed on Sep 24, 2026
Where to stay in Woodstock
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.
Woodstock Hotel Deals
The Paramount Hotel
"We had an amazing stay at The Paramount Hotel! The property was exceptionally clean from top to bottom, and the staff made us feel welcome and well cared for throughout our trip. One of our favorite perks was the $10 daily food voucher-we ended up using it every single night to treat ourselves to ..."
Reviewed on Sep 25, 2026
Heathman Hotel
"Truly convenient, well maintained hotel with a great staff - especially at the door. Overall efficient, secure, pleasant and up to date. Coffee SIP shop lobby a plus. However, we were surprised (and disappointed) to learn that you had to request housekeeping services (beds/towel changes/trash and ..."
Reviewed on Sep 23, 2026
Country Inn & Suites by Radisson, Portland International Airport, OR
Frequently asked questions
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Stay near popular Woodstock attractions
Woodstock Park
Things to do
Portland: 2-Hour Lunch Cruise Through Downtown
Portland: Dinner Cruise on the Willamette River
