Hillside Holidays from AU$644

Book a Hotel + Flight or Car together to unlock savings

Photo by BDM Traveling

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Holiday Package Deals in Hillside

Price found within the past 48 hours. Click for updated prices.
Moxy Portland Downtown

Moxy Portland Downtown

3 out of 5
Downtown Portland
Price was AU$767, price is now AU$644 per person
AU$644
per person
16 May - 19 May
found 1 day ago
Return direct flight included
Jackson Hole (JAC) to Portland (PDX)
9/10 Wonderful! (1,388 reviews)
Staff was friendly and cool. Place was very clean. Location was perfect. The vibe was 10/10

Reviewed on 7 Mar 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was AU$1,150, price is now AU$954 per person
AU$954
per person
16 May - 19 May
found 1 day ago
Return direct flight included
Jackson Hole (JAC) to Portland (PDX)
9.2/10 Wonderful! (1,005 reviews)
Gorgeous property-comfortable beds-friendly staff!

Reviewed on 8 Mar 2026

Hotel Eastlund, BW Premier Collection

Hotel Eastlund, BW Premier Collection

4 out of 5
Northeast Portland
Price was AU$976, price is now AU$818 per person
AU$818
per person
16 May - 19 May
found 1 day ago
Return direct flight included
Jackson Hole (JAC) to Portland (PDX)
9.2/10 Wonderful! (1,834 reviews)
Wow! Walking distance to the Arena! Glad I choose this hotel. Staff was nice and even offered a discount after not knowing about the parking fee. Great manager as well. Definitely will be coming back. OH! The food especially tacos are amazing.

Reviewed on 10 Mar 2026

The Hoxton Portland

The Hoxton Portland

4 out of 5
Downtown Portland
Price was AU$783, price is now AU$658 per person
AU$658
per person
16 May - 19 May
found 1 day ago
Return direct flight included
Jackson Hole (JAC) to Portland (PDX)
8.8/10 Excellent! (1,002 reviews)
Great service! Room was nice too.

Reviewed on 2 Mar 2026

AC Hotel by Marriott Portland Downtown, OR

AC Hotel by Marriott Portland Downtown, OR

3.5 out of 5
Downtown Portland
Price was AU$840, price is now AU$707 per person
AU$707
per person
16 May - 19 May
found 1 day ago
Return direct flight included
Jackson Hole (JAC) to Portland (PDX)
9/10 Wonderful! (1,004 reviews)
Clean room and accommodating staff.

Reviewed on 8 Mar 2026

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 which includes picnicking, boating and a bay or harbour

Downtown Portland

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

Find it all—food, shopping, events, and nature—right in the heart of the city.

Find hotels in Downtown Portland

Our pick of the best 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 AU$155 per night from 22 Mar to 23 Mar
AU$155
22 Mar - 23 Mar
includes taxes & fees
9.2/10 Wonderful! (3,252 reviews)
Convenient to Portland MAX and street car

Reviewed on 10 Mar 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
The price is AU$129 per night from 23 Mar to 24 Mar
AU$129
23 Mar - 24 Mar
includes taxes & fees
8.8/10 Excellent! (1,664 reviews)
Very clean and quiet. Free parking outside the room which is why I chose this Portland property. Others charge up to $30.

Reviewed on 11 Mar 2026

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 AU$187 per night from 5 Apr to 6 Apr
AU$187
5 Apr - 6 Apr
includes taxes & fees
9.8/10 Exceptional! (317 reviews)
Amazing staff, hotels restaurant/bar was great! Overall just great. The room was very well designed and cozy. Definitively coming back!

Reviewed on 11 Mar 2026

Cambria Hotel Portland - Pearl District
See all 2,855 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 AU$644. 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
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
PSU Plaza in Downtown Portland, OR

Portland State University

4/5(1 review)

Walk around the campus at Portland State University during your stay in Portland. Discover the acclaimed art galleries in this vibrant area or seek out the cycling trails.

Portland State University

Activities

Full-Day Guided Oregon Coast Tour from Portland

Full-Day Guided Oregon Coast Tour from Portland

AU$197
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

AU$183
per adult
96% of travellers recommend
Portland: Dinner Cruise on the Willamette River
Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

AU$147
per adult
92% of travellers recommend
Portland: Brunch Cruise on 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.