Hillside Vacations

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Where to stay in Hillside

Find the best Hillside areas and neighborhoods for the activities you enjoy most. Learn more about Hillside
Relaxing afternoon by the waterfront in downtown Portland with views of boats and the city skyline

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(4,488 area reviews)

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.

Find hotels in Downtown Portland

Hillside Hotel Deals

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 ₩139,992 per night from Mar 22 to Mar 23
₩139,992
₩163,157 total
Mar 22 - Mar 23
includes taxes & fees
9.2/10 Wonderful! (3,258 reviews)
Easy check in process, very friendly staff, convenient location, extremely walkable, beautiful view of the city and surrounding area excellent amenities.

Reviewed on Mar 10, 2026

The Paramount Hotel
Park Lane Suites and Inn

Park Lane Suites and Inn

2.5 out of 5
809 SW King Avenue Portland OR
Fully refundable
8.8/10 Excellent! (1,671 reviews)
Fantastic location! Quiet, clean and as described. While there’s parking onsite, which is very rare in this part of town, people who arrive late at night may find the parking full so will need to park on the street.

Reviewed on Mar 10, 2026

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Park Lane Suites and Inn
Cambria Hotel Portland - Pearl District

Cambria Hotel Portland - Pearl District

3 out of 5
165 NW Park Ave Portland OR
Fully refundable
The price is ₩169,309 per night from Apr 5 to Apr 6
₩169,309
₩196,399 total
Apr 5 - Apr 6
includes taxes & fees
9.8/10 Exceptional! (313 reviews)
Very nice staff, rooms are very clean & comfortable

Reviewed on Mar 9, 2026

Cambria Hotel Portland - Pearl District
See all 2,876 properties in Hillside
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 Hillside vacation package cost?
We make it simple to explore the world, with Hillside packages starting from as little as . You'll have the flexibility to combine your favorite airlines, hotels and car rental. For the ultimate escape, why not add a few tours and activities to your travel itinerary?
How do I get a cheap travel package to Hillside?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we've got everything you need. Choose a combination that suits you and watch your savings pile up. Of course, a travel package is never one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 hotel options from all over the world, which lets you customize your Hillside vacation.
Where should I stay in Hillside?
Visitors come from all over the world to experience Oregon Zoo and Portland State University in Hillside. Book a room within walking distance of these must-see attractions and visit them whenever you want.
What are the top hotels in Hillside?
Get your vacation off to a flying start by reserving a room at Forested Quiet Retreat, Pet Friendly. It's one of most popular properties in Hillside. Another comfortable option is Spectacular Views, Single Level W.
How far in advance should I book my Hillside vacation?
To score cheap prices, book ASAP. Air carriers usually advertise flights, along with some of the lowest fares, nearly 12 months prior to departure. Hotels, activities and car rental should also be booked early to avoid disappointment. If you've decided on a last-minute getaway to Hillside, there are always lots of great deals to be had on Expedia. Book your escape today!
What does an Expedia Hillside travel package include?
Expedia has all you need to organize your Hillside getaway, but what goes into your package depends on you. Choose from any combination of rental cars, flights and hotels. In search of some activities to keep you busy? Once you've made your booking, you can add them too. No matter your budget, there's a deal to meet your needs.
What should I know before booking a Hillside travel package?
Whether it's relaxation or adventure you're after, a Hillside vacation package lets you plan your escape your way. Plus, you'll score great discounts when you combine your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Hillside Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Hillside vacation package?
If your vacation plans in Hillside have changed, it's comforting to know that it's possible to cancel your booking. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge a cancellation fee. To find out more, visit our Customer Service Portal.

Discover the most popular places to visit in Hillside

Keller Auditorium featuring a garden

Keller Auditorium

4.5/5(89 reviews)

Watch traveling Broadway productions and other shows in a beautiful downtown theater that's been packing in the crowds for more than a century.

Keller Auditorium
Tom McCall Waterfront Park featuring a bridge, bird life and a river or creek

Tom McCall Waterfront Park

4.5/5(858 reviews)

Cool off in the fountain, walk or bike the paths, or take in a festival at the Tom McCall Waterfront Park.

Tom McCall Waterfront Park
Powell\'s City of Books which includes interior views

Powell's City of Books

5/5(321 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.

Powell's City of Books
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.