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 - South Waterfront showing picnicing, boating and a bay or harbor

Downtown Portland

4.5/5(4,488 area reviews)

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.

Find hotels in Downtown Portland

Find the Best Portland Vacation Packages

Discover the most popular places to visit in Portland

Powell\'s City of Books which includes interior views

Powell's City of Books

5/5(321 reviews)

Perfect for a rainy-day visit, this famous bookstore is a wonderful spot to visit any day. Browse for hours amid its 1 million books.

Powell's City of Books
Tom McCall Waterfront Park featuring a bridge, bird life and a river or creek

Tom McCall Waterfront Park

4.5/5(858 reviews)

Cool off in the fountain, walk or bike the paths, or take in a festival at the Tom McCall Waterfront Park.

Tom McCall Waterfront Park
Pioneer Courthouse Square featuring heritage architecture, a city and outdoor eating

Pioneer Courthouse Square

4/5(1,060 reviews)

Portland’s downtown “living room” is a beloved town square and a symbol of the city’s commitment to lively public spaces.

Pioneer Courthouse Square

Frequently asked questions

How much does a Portland vacation package cost?
You'll find cheap prices on Expedia for your Portland getaway. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Portland costs.
What are the cheapest months to go to Portland?
If you're hoping to snag a cheap Portland vacation package, consider planning a trip in December, January and February. You'll generally find better rates on airfares and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Portland?
We'd recommend booking a Portland vacation for at least 2 days. This will allow you plenty of time to visit popular sights including Portland Art Museum and Keller Auditorium, and explore neighborhoods like Downtown Portland and Lloyd District. You might even be able to slot in a day trip (or two) outside of Portland.
Is it worth booking a vacation package to Portland?
Portland has all the ingredients you need for an amazing trip — cycling, nature and distilleries and craft breweries are just the start. Whether you want to visit attractions such as Moda Center and Oregon Zoo, or take the road less traveled, you'll find plenty to explore on your Portland vacation.
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, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Portland package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Portland vacation as a package?
You can enjoy significant savings on your Portland break by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Portland?
If you've got your Portland vacation dates locked in, book as early as you can to score some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Portland?

  1. Pick your travel dates: What you'd like to do in Portland and your favorite season will help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Portland.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you'd like to get to in Portland. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized Portland vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.