Hillside Vacation Packages

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  • Better together

    Save up to CA $4,200 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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Your Hillside Vacation

The easiest way to experience this unique city is with a customized Hillside vacation package. Stay in the neighborhood of Overlook, which is good for cycling, bars and pubs and dining or choose someplace else — our packages are all about you. Eager to explore your new surroundings? Oregon Zoo, Portland State University and Portland Japanese Garden are just a few of the top places to visit during your trip to Hillside. Whatever your travel plans or budget, putting together the ultimate tailored Hillside vacation is simple with Expedia.

Top Holiday Package Deals in Hillside

Price found within the past 48 hours. Click for updated prices.
Hi-Tide Oceanfront Inn

Hi-Tide Oceanfront Inn

2 out of 5
Price was CA $2,090, price is now CA $1,579 per person
CA $1,579
per person
Jul 23 - Jul 30
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PDX)
9/10 Wonderful! (1,754 reviews)
Room was clean and comfortable. Security lock for the door failed but did not worry. Great location

Reviewed on May 12, 2026

Cannon Beach Hotel Collection

Cannon Beach Hotel Collection

3.5 out of 5
Downtown Cannon Beach
Price was CA $2,658, price is now CA $1,927 per person
CA $1,927
per person
Jul 23 - Jul 30
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (1,093 reviews)
No beach view from the room but pretty close to it (about 5 min walking). Room was nice and cozy but small if you have more than 2 people. Free room upgrade by Expedia was not available. Only a few rooms available. Front desk staff was nice.

Reviewed on May 14, 2026

Inn at Haystack Rock

Inn at Haystack Rock

2.5 out of 5
Downtown Cannon Beach
Price was CA $3,381, price is now CA $2,552 per person
CA $2,552
per person
Jul 23 - Jul 30
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PDX)
8.6/10 Excellent! (1,010 reviews)
Parking was great. Staff was intermittent. I asked for an extra towel and was told 2 different times I would receive it and I never got it. Otherwise, all was good.

Reviewed on May 13, 2026

SaltLine Hotel

SaltLine Hotel

3 out of 5
Price was CA $3,015, price is now CA $2,278 per person
CA $2,278
per person
Jul 23 - Jul 30
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PDX)
9.4/10 Exceptional! (1,040 reviews)
Big room and bathroom. Would have liked to have washcloths for showering. Staff were friendly and helpful. Breakfast had quite a few offerings.

Reviewed on May 13, 2026

Modern Love by Avantstay Serene Home in Arch Cape w/ Large Yard in Great Location

Modern Love by Avantstay Serene Home in Arch Cape w/ Large Yard in Great Location

3.5 out of 5
Price was CA $4,141, price is now CA $3,140 per person
CA $3,140
per person
Jul 23 - Jul 30
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PDX)
No reviews

Where to stay in Hillside

Find the best Hillside areas and neighborhoods for the activities you enjoy most. Learn more about Hillside
Downtown Portland

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(557 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 CA $134 per night from May 27 to May 28
CA $134
CA $156 total
May 27 - May 28
includes taxes & fees
9.2/10 Wonderful! (3,372 reviews)
The room was spacious & clean. The location was good.

Reviewed on May 14, 2026

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

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

3 out of 5
7025 NE Alderwood Rd Portland OR
Fully refundable
The price is CA $144 per night from May 31 to Jun 1
CA $144
CA $168 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (2,828 reviews)
This old small room even i book premium 2 bed bathroom toilet problem service when i asked just provide the tool i have to fixed by myself, uncomfortable to stay on 3 nights

Reviewed on May 14, 2026

Country Inn & Suites by Radisson, Portland International Airport, OR
Hotel Eastlund, BW Premier Collection

Hotel Eastlund, BW Premier Collection

4 out of 5
1021 NE Grand Avenue Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Jun 7 to Jun 8
CA $156
CA $181 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (1,952 reviews)
Very nice and comfort place to stay.

Reviewed on May 14, 2026

Hotel Eastlund, BW Premier Collection
See all 2,851 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 Vacations
All Inclusive Vacations
Beach Vacations
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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 CA $1,579. 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

Pittock Mansion

Pittock Mansion

A wonderfully preserved example of life in a bygone era and spectacular views await at one of America’s finest stately homes.

Pittock Mansion
Moda Center

Moda Center

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
Oregon Zoo

Oregon Zoo

Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.

Oregon Zoo

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $117
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 $123
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

CA $178
per adult
96% of travellers recommend
Portland: Dinner 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.