Pearl District Vacation Packages

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Top Holiday Package Deals in Pearl District

Price found within the past 48 hours. Click for updated prices.
Sunnyside Inn & Suites

Sunnyside Inn & Suites

Sunnyside
CA $746
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
6.8/10 (1,006 reviews)
We all were not able to sleep well due the freeway noise that was constant all night. Also the air conditioner did not work , the beds very uncomfortable , poor hot water barely worked. Would not recommend

Reviewed on Aug 16, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $991
per person
Oct 12 - Oct 16
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (1,007 reviews)
Amazing staff

Reviewed on Aug 17, 2026

Heathman Hotel

Heathman Hotel

Downtown Portland
CA $778
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,033 reviews)
Checked in and the clerk didn't tell us our room number. I asked what our room number was and looked at me like I was from Mars. My girlfriend asked, also got the space face, so we had to look to see what was written on room cards. Were told nothing about check out, services, etc. There was an info sheet that we grabbed, nothing was explained except the $15 food/drink credit. Also still have not received a receipt for my stay a week later. Only fridge in the room is their mini-bar. No hand soap at the sink, only facial soap? Have stayed here a few times and its pretty hit and miss. This is probably the last time I shell out the amount they want for this level of experience.

Reviewed on Aug 17, 2026

The Hi-Lo, Autograph Collection

The Hi-Lo, Autograph Collection

Downtown Portland
CA $1,450
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9/10 Wonderful! (835 reviews)
The Ritz-Carlton, Portland

The Ritz-Carlton, Portland

Downtown Portland
CA $3,121
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.6/10 Exceptional! (319 reviews)
The Portland Ritz is one of my all time favorites to visit.

Reviewed on Aug 16, 2026

Where to stay in Pearl District

Find the best Pearl District areas and neighborhoods for the activities you enjoy most. Learn more about Pearl District
Two people sitting on a blanket by a marina with boats docked in the background.

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.

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

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.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

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!

A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

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.

A city skyline with modern buildings reflected in a calm body of water, a bridge, and a clear blue sky.

Buckman

If you're spending time in Buckman, check out sights like Experiment PDX or Grand Central and hop on the metro to see more the city at SE Grand & Belmont Stop or SE Grand & Stark Stop.

Pearl District Hotel Deals

Cambria Hotel Portland - Pearl District

Cambria Hotel Portland - Pearl District

165 NW Park Ave Portland OR
Fully refundableReserve now, pay when you stay
CA $176
CA $204 total
Aug 23 - Aug 24
includes taxes & fees
Cambria Hotel Portland - Pearl District
Hampton Inn & Suites Portland-Pearl District

Hampton Inn & Suites Portland-Pearl District

354 NW 9th Ave Portland OR
Fully refundableReserve now, pay when you stay
CA $169
CA $197 total
Aug 31 - Sep 1
includes taxes & fees
9.6/10 Exceptional! (2,242 reviews)
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Reviewed on Aug 17, 2026

Hampton Inn & Suites Portland-Pearl District
Canopy by Hilton Portland Pearl District

Canopy by Hilton Portland Pearl District

425 NW 9th Avenue Portland OR
Fully refundableReserve now, pay when you stay
CA $215
CA $249 total
Aug 28 - Aug 29
includes taxes & fees
Canopy by Hilton Portland Pearl District
See all 2,831 properties in Pearl District
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 Pearl District vacation package cost?
Our Pearl District vacation packages, which begin from just CA $746, are an awesome way to save big. Pick and choose your favorite hotels, flights and more to create your dream getaway.
How do I get a cheap travel package to Pearl District?
Imagine all the fabulous things you could do in Pearl District with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and other bookings into a Pearl District vacation package. You have loads of choice with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 hotels across the globe. Whether you're taking a break with the whole family or going it alone, organizing a trip to Pearl District is better with a package.
Where should I stay in Pearl District?
Visitors come from near and far to see Oregon Zoo and Portland State University in Pearl District. Book a hotel within a stone's throw of these popular attractions and visit them at your leisure.
What are the top hotels in Pearl District?
Get your escape off to a flying start by staying at Harlow Hotel. It's one of most popular properties in Pearl District. Another leading option is Modern Condo In The Heart Of The Pearl District.
How far in advance should I book my Pearl District vacation?
It's always wise to book early. Air carriers usually release flights around a year in advance, and this is an excellent opportunity to land some of the cheapest prices. Just been told you need to take some vacation time in a few weeks? That's fine too — Expedia are never short of fantastic deals to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Pearl District travel package include?
Select from a combination of flights, hotels and rental cars. Once you've made your booking, you can add some tours and experiences. Want to pick your airfare class? That's also easy to do. The choice is yours when it comes to arranging your ideal Pearl District getaway.
What should I know before booking a Pearl District travel package?
An Expedia travel package can be tailored to your budget and is a fantastic way to make your budget go further. How much you include is up to you. Hotels, rental cars and flights — choose any combination that works with your plans.
Can I choose my airline with a Pearl District Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to select from worldwide. With all that choice at your fingertips, finding the perfect carrier to bring you to Pearl District shouldn't be hard.
If I'm not able to travel, can I cancel my Pearl District vacation package?
Yes, it's possible to cancel your Pearl District booking if your travel plans have changed. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. You may be able to cancel or change your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Stay near popular Pearl District attractions

A library interior with wooden bookshelves, reading lamps, and a desk with a book open.

Powell's City of Books

9.6/10 (651 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.
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A public park with people, trees, and modern buildings in the background.

Jamison Square

Cool off in an interactive fountain, browse public works of art or simply relax in the green surroundings of an attractive park.
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A red bridge over a calm river, surrounded by a cityscape with various buildings and a distant mountain range.

Broadway Bridge

You can find out about the history of Portland with a stop at Broadway Bridge. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
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Da Tung and Xi'an Bao Ba

You can find out about the history of Portland with a trip to Da Tung and Xi'an Bao Ba. Discover the top-notch restaurants and acclaimed theater scene in this vibrant area.
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Gerding Theater at the Armory

You can make plans for a show at Gerding Theater at the Armory on your trip to Portland. Discover the acclaimed art scene in this vibrant area, or seek out the biking trails.
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Elizabeth Leach Gallery

You can spend time studying the exhibits at Elizabeth Leach Gallery during your travels in Portland. Discover the top-notch restaurants and acclaimed theater scene in this vibrant area.
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Never Look Away Mural

Find out about the history of Portland with a stop at Never Look Away Mural. While in this walkable area, you can savor the top-notch restaurants.
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Augen Gallery

You can spend time studying the exhibits at Augen Gallery during your travels in Portland. Discover the top-notch restaurants and acclaimed art scene in this vibrant area.
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Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $114
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

CA $124
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Mount Hood & Multnomah Falls Tour

Full-Day Mount Hood & Multnomah Falls Tour

CA $188
per traveller
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
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.