Portland Holidays

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Top Flight + Hotel Deals in Portland

Price found within the past 48 hours. Click for updated prices.
Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro

3 out of 5
per person
22 May - 27 May
found 18 hours ago
Return direct flight included
Jacksonville (JAX) to Portland (PDX)
8.2/10 Very Good! (1,791 reviews)
Dossier Hotel

Dossier Hotel

4.5 out of 5
Downtown Portland
per person
22 May - 27 May
found 18 hours ago
Return direct flight included
Jacksonville (JAX) to Portland (PDX)
9.2/10 Wonderful! (1,069 reviews)
Room was a bit musty

Reviewed on 18 Apr 2025

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
per person
22 May - 27 May
found 18 hours ago
Return direct flight included
Jacksonville (JAX) to Portland (PDX)
9.2/10 Wonderful! (1,300 reviews)
Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
per person
22 May - 27 May
found 18 hours ago
Return direct flight included
Jacksonville (JAX) to Portland (PDX)
8.8/10 Excellent! (1,004 reviews)
Kimpton Hotel Vintage Portland by IHG

Kimpton Hotel Vintage Portland by IHG

4.5 out of 5
Downtown Portland
per person
22 May - 27 May
found 18 hours ago
Return direct flight included
Jacksonville (JAX) to Portland (PDX)
9/10 Wonderful! (1,005 reviews)
The spa bath had nothing to pull to drain. Didn’t ask for help cause it was late at night but super inconvenient. The block is filled with the homeless so you just have to be prepared to deal with that going in and out

Reviewed on 17 Feb 2025

Where to stay in Portland

Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland
Downtown Portland featuring boating, picnicking and a bay or harbour

Downtown Portland

1 out of top 10 points of interest in this area
4/5(42 area reviews)

Known for its stunning river views and popular shops, there's plenty to explore in Downtown Portland. Check out top attractions like Portlandia and Portland City Hall, and jump on the metro at City Hall-SW 5th and Jefferson Street Station or SW 6th-Madison Street Station to see more of the city.

Find hotels in Downtown Portland

Top hotels in Portland

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 €108 per night from 28 Apr to 29 Apr
€108
includes taxes & fees
28 Apr - 29 Apr
9.2/10 Wonderful! (2,368 reviews)
"Fantastic area and located in a scenic environment!"

Reviewed on 19 Apr 2025

The Paramount Hotel
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 €85 per night from 30 Apr to 1 May
€85
includes taxes & fees
30 Apr - 1 May
7.4/10 Good! (2,388 reviews)
"Close to the airport. Prompt shuttle service."

Reviewed on 19 Apr 2025

Red Lion Hotel Portland Airport
Oxford Suites Portland - Jantzen Beach
Oxford Suites Portland - Jantzen Beach
3 out of 5
12226 N JANTZEN DRIVE, Portland, OR
Fully refundableReserve now, pay when you stay
The price is €111 per night from 23 Apr to 24 Apr
€111
includes taxes & fees
23 Apr - 24 Apr
9/10 Wonderful! (1,401 reviews)
"Very friendly and warm hosts, clean room, good breakfast(order to make option). Fast food chains are near by and also a shopping complex which will help with any quick necessities. Gated parking. Good stay!!’"

Reviewed on 17 Apr 2025

Oxford Suites Portland - Jantzen Beach
See all 2,166 properties in Portland
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 from €529 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

Moda Center

Moda Center

See sporting teams do battle and rock out to musical legends at one of Portland’s major venues for sports and big-ticket entertainment events.

Moda Center
Oregon Zoo which includes zoo animals and landscape views as well as a large group of people

Oregon Zoo

4.5/5(2 reviews)

A fascinating and diverse range of creatures from all over the world are housed here at this popular Portland attraction.

Oregon Zoo
Portland State University

Portland State University

4/5(1 review)

Walk around the campus at Portland State University during your stay in Portland. Discover the acclaimed art galleries in this vibrant area or seek out the cycling trails.

Portland State University

What to do in Portland

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

€79
per adult
96% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
20-Minute Columbia River Gorge Air Tour

Stunning Air Tour of the Columbia River Gorge by Envi Adventures

€90
per adult
100% of travellers recommend
Stunning Air Tour of the Columbia River Gorge by Envi Adventures
Haunted Underground Shanghai Tunnel Tour with Brewery Tastings

Haunted Underground Shanghai Tunnel Tour with Brewery Tastings

€35
per adult
80% of travellers recommend
Haunted Underground Shanghai Tunnel Tour with Brewery Tastings
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.