Hillside Holidays

Book a Hotel + Flight or Car together to unlock savings

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Your Hillside Holiday

Planning your next escape just got a lot easier with a holiday package to Hillside. Take in the very best this neighbourhood has to offer while creating beautiful memories you'll replay for years. Can't wait to explore the sights during your trip to Hillside? Make sure you stop by nearby attractions such as Oregon Zoo, Portland State University and Portland Japanese Garden. Stop daydreaming and start doing. When it's time to book your ideal holiday to Hillside, Expedia will help you get there.

Our guide on where to stay in Hillside

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

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(39 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

Our pick of the best Hillside Hotel Deals

Courtyard by Marriott Portland City Center
Courtyard by Marriott Portland City Center
3.5 out of 5
550 SW Oak Street, Portland, OR
The price is AU$200 per night from 10 July to 11 July
AU$200
10 July - 11 July
includes taxes & fees
8.6/10 Excellent! (1,817 reviews)
"Everything was great except for the check in. We had arrived after the 3 pm check in time and our room was not available. Had to wait another hour. So we had to cancel our dinner reservations."

Reviewed on 8 Jul. 2025

Courtyard by Marriott Portland City Center
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 AU$201 per night from 20 July to 21 July
AU$201
20 July - 21 July
includes taxes & fees
9.2/10 Wonderful! (2,575 reviews)
"Great place for a downtown Portland stay. Great staff in hotel and connecting restaurants and tavern. Our stay was short but had everything we needed."

Reviewed on 8 Jul. 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 AU$162 per night from 13 July to 14 July
AU$162
13 July - 14 July
includes taxes & fees
7.6/10 Good! (2,435 reviews)
"Hotel was clean and good 👍 staff was friendly and nice 😊 thanks !"

Reviewed on 6 Jul. 2025

Red Lion Hotel Portland Airport
See all 2,713 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Hillside holiday 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 favourite 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 holiday.
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 holiday 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 holiday?
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 organise 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 holiday 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 holiday 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 holiday package?
If your holiday 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

Pittock Mansion showing a house, heritage architecture and a park

Pittock Mansion

A beautifully restored example of a bygone era stands proudly and offers spectacular views of Portland and beyond.

Pittock Mansion
Hillside Park Community Center

Hillside Park Community Center

Hillside Park Community Center is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or visit the shops in the area.

Hillside Park Community Center
Moda Center

Moda Center

5/5(2 reviews)

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

Activities

We'll take you to sites on both sides of the river on this City of Portland guided shuttle tour

Portland City Tour: Views and News (Our Best Selling Tour!)

AU$107
per adult
100% of travellers recommend
Portland City Tour: Views and News (Our Best Selling Tour!)
Welcome to Portland! TripAdvisor 'Hall of Fame' tours by talented local guides. 'Certified Excellent' every year since 2010!

'The Best of Portland' City Tour: Small-Group Sightseeing Tour

AU$158
per adult
'The Best of Portland' City Tour: Small-Group Sightseeing Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

AU$135
per adult
96% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
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.