Hillside Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by BDM Traveling

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(42 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

Top hotels in Hillside

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 2.477.501 ₫ per night from 21 Dec to 22 Dec
2.477.501 ₫
2.887.694 ₫ total
21 Dec - 22 Dec
includes taxes & fees
9.2/10 Wonderful! (3,045 reviews)
Excellent service and stay, as usual!

Reviewed on 6 Dec 2025

The Paramount Hotel
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
The price is 2.890.593 ₫ per night from 15 Dec to 16 Dec
2.890.593 ₫
3.369.564 ₫ total
15 Dec - 16 Dec
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
We stayed here for a cheer competition. I liked that it was walking distance to the convention center and I felt pretty safe. The area outside the hotel was nicely kept and no homeless people were around, like the other hotels in Portland. The staff was super helpful and friendly, I will definitely ...

Reviewed on 8 Dec 2025

DoubleTree by Hilton Hotel Portland
Holiday Inn Airport - Portland by IHG

Holiday Inn Airport - Portland by IHG

3 out of 5
8439 Ne Columbia Blvd Portland OR
Fully refundable
The price is 1.555.358 ₫ per night from 1 Jan to 2 Jan
1.555.358 ₫
1.804.216 ₫ total
1 Jan - 2 Jan 2026
includes taxes & fees
8/10 Very Good! (2,812 reviews)
Great place to stay! Fantastic customer service, the rooms are clean and comfortable, breakfast buffet was terrific and the proximity to the airport, as well as convenient shuttle service, was a huge bonus! Would definitely recommend!

Reviewed on 9 Dec 2025

Holiday Inn Airport - Portland by IHG
See all 2,832 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 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 1null000null000 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.

Popular places to visit

Pittock Mansion which includes heritage architecture, a house and a park

Pittock Mansion

You can spend time exploring the galleries in Pittock Mansion during your trip to Portland. Stroll along the riverfront or seek out the cycling trails.

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
Oregon Convention Center

Oregon Convention Center

5/5(1 review)

Learn about the events happening in Oregon Convention Center during your trip to Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Oregon Convention Center