Portland Holidays

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Our guide on where to stay in Portland

Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland

Portland Holiday

Things to do in Portland

Shopping

Experience Portland's Washington Square Mall, a vibrant shopping centre with diverse stores and family-friendly entertainment. Don't miss Powell's City of Books, a unique bookstore, and the Portland Saturday Market, a lively outdoor market perfect for local gifts and souvenirs.

Recreation

Experience the vibrant culture at Keller Auditorium, where romance and family entertainment come alive. Enjoy outdoor sports at Glendoveer Golf Course, surrounded by stunning landscapes. For relaxation, unwind at Shute Park Aquatic and Recreation Center, a haven for wellness with soothing aquatic activities.

Adventure

Oaks Amusement Park offers thrilling rides and an arcadeAdventureZone, perfect for families seeking excitement. For a scenic escape, hike the Leif Erickson Trail, where stunning views and nature surround you. Alternatively, indulge in fun at Wilsonville Family Fun Center and Bullwinkle's Restaurant, a lively arcadeAdventureZone for all ages.

Nightlife

Portland's nightlife is vibrant and diverse. For a fun-filled evening, visit Tigard Bowl for bowling and games, or explore the local pubs and live music venues that showcase the city's eclectic scene. Enjoy the lively atmosphere and friendly locals as you soak in the night.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Portland

Portland, Oregon, is an ideal destination for families and outdoor enthusiasts, offering a vibrant mix of urban parks, modern universities, and event venues. With a plethora of attractions, including scenic spots and cultural experiences, visitors can enjoy a diverse range of activities in the city and its surroundings. Whether you're seeking outdoor adventures or urban exploration, Portland provides an abundance of tourist destinations to make your vacation memorable.

  • Portland State University: Experience the vibrant atmosphere of Portland State University, a modern urban campus that pulses with city life. The university offers beautiful architecture and lush green spaces, making it a great spot for a leisurely stroll or engaging with local culture.
  • Portland Expo Center: This dynamic event venue hosts a variety of conferences and exhibitions, showcasing Portland's business spirit. Explore the facilities and discover the innovative events that often take place, perfect for networking or simply enjoying the buzz of the city.
  • Tom McCall Waterfront Park: Enjoy the scenic beauty of Tom McCall Waterfront Park, an urban oasis along the Willamette River. Ideal for families, it offers walking paths, picnic spots, and stunning views of the city skyline, perfect for outdoor relaxation.

Best time to go to Portland

The best time to visit Portland is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. December is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with moderate rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly CloudySlightly LowSlightly Low
February41.4°F (5.2°C)Light RainMostly CloudySlightly LowSlightly Low
March45.0°F (7.2°C)Light RainMostly CloudyAverageAverage
April49.5°F (9.7°C)Light RainMostly CloudyAverageAverage
May56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)No RainMostly SunnySlightly HighSlightly High
July69.1°F (20.6°C)No RainSunnySlightly HighSlightly High
August70.3°F (21.3°C)No RainSunnySlightly HighSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
October54.7°F (12.6°C)Light RainMostly SunnyAverageAverage
November45.5°F (7.5°C)Light RainMostly CloudyAverageAverage
December39.9°F (4.4°C)Moderate RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Portland

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Portland during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Our pick of the best Portland Hotel Deals

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is NZ$214 per night from 10 Aug to 11 Aug
NZ$214
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (3,513 reviews)
"The room is clean & the staffs are very helpful. Just want to suggest a microwave in the rooms."

Reviewed on 16 July 2026

The Paramount Hotel
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is NZ$325 per night from 9 Aug to 10 Aug
NZ$325
9 Aug - 10 Aug
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Clean space, easy check in especially for a last minute booking through Expedia. Staff was super helpful"

Reviewed on 15 July 2026

The Duniway Portland A Hilton Hotel
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street Portland OR
Fully refundable
The price is NZ$223 per night from 19 July to 20 July
NZ$223
19 July - 20 July
includes taxes & fees
Courtyard by Marriott Portland City Center
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

What to do in Portland

Frequently asked questions

How much does a Portland holiday 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 holiday to Portland costs.
What are the cheapest months to go to Portland?
If you're hoping to snag a cheap Portland holiday 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 holiday 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 neighbourhoods 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 holiday 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 Centre and Oregon Zoo, or take the road less traveled, you'll find plenty to explore on your Portland holiday.
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 holiday package well in advance.
Is it cheaper to book a Portland holiday as a package?
You can enjoy significant savings on your Portland break by booking a customised holiday 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 holiday package to Portland?
If you've got your Portland holiday 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 favourite 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 customised Portland holiday package.

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