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.
Heathman Hotel

Heathman Hotel

Downtown Portland
CA $806
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (1,070 reviews)
Jupiter NEXT

Jupiter NEXT

Southeast Portland
CA $1,404
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (708 reviews)
The pros were the room was clean and the location isn't bad. The cons significantly outweigh the pros. The noise from the hallway can be heard clear as day from inside the room. Surprise! Hope you weren't planning on getting a good night sleep. The front desk staff person had the personality of a cold bowl of slop. Geeze - don't work a hospitality job if you hate your life or the general public that much. It's not cute.

Reviewed on Sep 7, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $997
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Great stay

Reviewed on Sep 7, 2026

Kimpton Hotel Vintage Portland by IHG

Kimpton Hotel Vintage Portland by IHG

Downtown Portland
CA $1,167
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9/10 Wonderful! (1,001 reviews)
Capitol Hill Motel

Capitol Hill Motel

Southwest Portland
CA $1,050
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (864 reviews)
The Capitol Hill Motel comes at my highest recommendation. Peter, the fourth-generation owner of this business, is a warm and thoughtful steward of the brand his family created over 50 years ago. He continues what his family built a half-century ago: an honest business built on service, courtesy, and accommodation. The rooms are clean and spacious, the parking is free and safe, and they have one of the most beautiful neon signs in all of Portland. What's not to love? Save yourself some time and book with The Capitol Hill Motel. You'll be glad you did.

Reviewed on Sep 8, 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

1 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

2 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

2 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 Revolution Hall or Experiment PDX 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 refundable
CA $175
CA $203 total
Sep 20 - Sep 21
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 $196 total
Oct 12 - Oct 13
includes taxes & fees
9.6/10 Exceptional! (2,263 reviews)
"Our stay was very pleasant and the staff was very helpful"

Reviewed on Sep 11, 2026

Hampton Inn & Suites Portland-Pearl District
Residence Inn Portland Downtown/Pearl District

Residence Inn Portland Downtown/Pearl District

1150 NW 9th Avenue Portland OR
Fully refundableReserve now, pay when you stay
CA $223
CA $258 total
Sep 20 - Sep 21
includes taxes & fees
Residence Inn Portland Downtown/Pearl District
See all 2,839 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 $806, 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 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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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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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 theater scene in this vibrant area, or seek out the biking trails.
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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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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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Waterstone Gallery

You can spend time exploring the galleries in Waterstone Gallery during your travels in Portland. Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants.
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Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $118
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 $122
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 $194
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.