Hollywood District Vacation Packages

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Top Holiday Package Deals in Hollywood District

Price found within the past 48 hours. Click for updated prices.
Park Lane Suites and Inn

Park Lane Suites and Inn

Southwest Portland
CA $646
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.6/10 Excellent! (1,931 reviews)
Great place to stay! The room was clean, spacious, and had everything you needed! The staff were very friendly and helpful! Parking was included. It was also conveniently located. I would recommend this place to anyone!

Reviewed on Sep 13, 2026

Hotel deLuxe

Hotel deLuxe

Downtown Portland
CA $705
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.6/10 Excellent! (1,109 reviews)
The Tillamook Inn

The Tillamook Inn

CA $1,007
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8/10 Very good! (1,255 reviews)
Rooms smell.

Reviewed on Sep 13, 2026

Darlingwood

Darlingwood

CA $1,240
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.6/10 Exceptional! (4 reviews)
The setting is tranquil, with beautiful views, and the home itself is lovely. Our host was welcoming and gracious. The B&B is about two miles down gravel roads with fairly deep washboards, so guests should be prepared for a rough drive. We love staying at true bed and breakfasts, and for us, part of the charm is the experience of a thoughtfully prepared, homemade breakfast. Unfortunately, the breakfast we received was a bit disappointing—a scone, two strawberries, and five blueberries left us wanting more. In fairness, the fault is partly ours for not having more realistic expectations about what was included. The property and setting are beautiful, and the host was very welcoming, but the breakfast experience did not live up to what we typically expect from a bed and breakfast.

Reviewed on Aug 10, 2026

Schooner Landing

Schooner Landing

Agate Beach
CA $1,089
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8.4/10 Very good! (78 reviews)
Great, quiet, relaxing. Young person at check in/out was great and very professional. Nest time we wil request a ground floor unit so no stairs. Thanks for the stay!

Reviewed on Aug 30, 2026

Where to stay in Hollywood District

Find the best Hollywood District areas and neighborhoods for the activities you enjoy most. Learn more about Hollywood 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 street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

1 out of top 10 points of interest in this area

Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.

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.

Hollywood District Hotel Deals

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $161
CA $188 total
Sep 20 - Sep 21
includes taxes & fees
The Paramount Hotel
Heathman Hotel

Heathman Hotel

1001 SW Broadway Portland OR
Fully refundableReserve now, pay when you stay
CA $139
CA $209 total
Oct 11 - Oct 12
includes taxes & fees
9.2/10 Wonderful! (1,083 reviews)
"👍"

Reviewed on Sep 13, 2026

Heathman Hotel
Country Inn & Suites by Radisson, Portland International Airport, OR

Country Inn & Suites by Radisson, Portland International Airport, OR

7025 NE Alderwood Rd Portland OR
Fully refundable
CA $152
CA $177 total
Oct 14 - Oct 15
includes taxes & fees
8.8/10 Excellent! (3,231 reviews)
"Room was clean and bed was comfortable"

Reviewed on Sep 13, 2026

Country Inn & Suites by Radisson, Portland International Airport, OR
See all 2,820 properties in Hollywood 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 Hollywood District vacation package cost?
Be ready to book, because a getaway to Hollywood District starts from only CA $646. When you combine your flights, hotels and more into a vacation package, you'll score the best deals.
How do I get a cheap travel package to Hollywood District?
Think of all the thrilling things you could do in Hollywood District with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and other bookings into a Hollywood District vacation package. You have loads of choice when you book with Expedia too. In fact, you can pick from more than 550 air carriers and 1,000,000 hotel options globally. Whether you're vacationing with the whole family or flying solo, planning a getaway to Hollywood District is better with a package.
Where should I stay in Hollywood District?
A visit to Hollywood District has to include Oregon Zoo and Portland State University. Stay somewhere close by for quick access to these famous tourist attractions.
How far in advance should I book my Hollywood District vacation?
Travelers are usually able to look up international airfares on Expedia within 12 months of departure. Booking last minute? With a little bit of luck, it's still possible to score a cheaper ticket only weeks before your journey.
What does an Expedia Hollywood District travel package include?
With Expedia, you can select a combination of flights, hotels and car rentals to build your ideal Hollywood District package. Once you've made your booking, you can add on the fun things like activities and tours. Remember — the more you bundle, the bigger the savings!
What should I know before booking a Hollywood District travel package?
We already have low prices. However, you'll grab even better deals when you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and lots of choice.
Can I choose my airline with a Hollywood District Expedia vacation package?
Yes, you can. We have more than 550 partner airlines around the world, so go with the carrier that matches your budget and traveling style.
If I'm not able to travel, can I cancel my Hollywood District vacation package?
Because we understand life can be unpredictable, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it free of charge. Your hotel, airline or car rental company may impose a fee if your booking is older than that.

Stay near popular Hollywood District attractions

Hollywood Theater

8.4/10 (7 reviews)
You can enjoy a show at Hollywood Theater on your trip to Portland. Discover the area's top-notch restaurants and its acclaimed theater scene.
See properties

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.