Portland Vacations
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Where to stay in Portland
Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland
Downtown Portland
2 out of top 10 points of interest in this area
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
1 out of top 10 points of interest in this area
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
3 out of top 10 points of interest in this area
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.
Find the Best Portland Vacation Packages
Portland Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
SAR 422
SAR 492 total
30 Aug - 31 Aug
includes taxes & fees
Oxford Suites Portland - Jantzen Beach
12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
SAR 351
SAR 451 total
30 Aug - 31 Aug
includes taxes & fees
Hyatt Regency Portland at the Oregon Convention Center
375 NE Holladay St Portland OR
Fully refundableReserve now, pay when you stay
SAR 476
SAR 660 total
13 Sep - 14 Sep
includes taxes & fees
9.4/10 Exceptional! (1,795 reviews)
"It is a great location if you have a conference or event at the convention center. If you don't - check the convention center schedule! We arrived on a concert night - no parking and a 20 minute wait for one of 6-8 elevators. It was crazy. Loud hallways. Not restful. Sorry."
Reviewed on 29 August 2026
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.
Stay near popular Portland attractions
Moda Center
8.8/10 (3,362 reviews)
Portland's premier indoor arena hosts NBA's Trail Blazers and major concerts in a space designed for perfect acoustics. Arrive via MAX light rail to avoid parking challenges during game nights.
Photo by Charles Arcudi
Oregon Zoo
8.8/10 (2,016 reviews)
America's oldest zoo west of the Mississippi houses 1,800 animals across 64 acres of habitat-inspired exhibits. Arrive early to witness animal feedings and explore the award-winning Elephant Lands complex.
Oregon Convention Center
8.4/10 (1,922 reviews)
The Pacific Northwest's largest convention center features distinctive twin spires and sustainability focus. Explore its impressive art installations while attending one of the many events that draw global visitors.
Washington Square Mall
8.8/10 (1,134 reviews)
Oregon's premier shopping destination features 170+ specialty stores and five major department stores including the state's largest Nordstrom. Enjoy tax-free shopping and diverse dining options.
Jantzen Beach Center
8.0/10 (321 reviews)
This shopping center stands on a historic amusement park site (1928-1970). Browse diverse retail from big-box stores to specialty shops while enjoying community events.
Photo by Glenn Miller
McMenamins Crystal Ballroom
8.4/10 (13 reviews)
This historic venue boasts America's only "floating" dance floor, where legends like James Brown once performed. Feel the rhythm beneath your feet as you experience live music in a century-old architectural gem.
Tom McCall Waterfront Park
8.6/10 (1,175 reviews)
Tom McCall Waterfront Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's riverfront or experience its acclaimed art scene.
Oregon Museum of Science and Industry
9.0/10 (513 reviews)
You can spend time exploring the galleries in Oregon Museum of Science and Industry in Portland. Experience the acclaimed theater scene and great live music in this vibrant area.
Frequently asked questions
How much does a Portland vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Portland costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Portland?
If you're hoping to snag a cheap Portland vacation package, consider traveling in December, January and February. You're likely to find lower prices on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How to find the best Portland package deals?
Use Expedia's filters to help you find some of the best Portland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Portland package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Portland vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking stays and flights separately. Better still, you can tailor your Portland escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Portland?
If you're planning an impromptu Portland trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Portland?
- Choose your dates: The things you want to do in Portland and your favorite season will help you decide when to travel.
- Plan your budget wisely: On top of the price of your accommodations, you should factor in other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that could arise during your trip to Portland.
- Work out your trip length: Consider how much time you want to spend exploring Portland. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Portland vacation package.
