Portland Holidays

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    Save up to S$134 when you book a flight and hotel together*
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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

Top hotels in Portland

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 S$138 per night from 9 Mar to 10 Mar
S$138
includes taxes & fees
9 Mar - 10 Mar
8.6/10 Excellent! (1,540 reviews)
"Parking charges are absolutely outrageous. Outside of that good experience."

Reviewed on 5 Feb,2025

Courtyard by Marriott Portland City Center
Red Lion Hotel Portland Airport
Red Lion Hotel Portland Airport
3 out of 5
7101 NE 82nd Ave, Portland, OR
Fully refundableReserve now, pay when you stay
The price is S$134 per night from 18 Feb to 19 Feb
S$134
includes taxes & fees
18 Feb - 19 Feb
7.4/10 Good! (2,275 reviews)
"The property was clean and close to the airport. I expected it to be noisy and it was not. The staff were all friendly..and accommodating!"

Reviewed on 5 Feb,2025

Red Lion Hotel Portland Airport
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 S$158 per night from 9 Feb to 10 Feb
S$158
includes taxes & fees
9 Feb - 10 Feb
9.2/10 Wonderful! (2,192 reviews)
"Staff was great. Facilities were excellent. We found at check-in a piece of dirty dental floss on the shower soap tray. Not a big deal but this is a downtown hotel charging a not budget price. I know good help is hard to find these days but somebody should be checking the room after it is readied ..."

Reviewed on 3 Feb,2025

The Paramount Hotel
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.

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.

Popular places to visit

What to do in Portland

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.