Hillsdale Vacation Packages

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Top Holiday Package Deals in Hillsdale

Price found within the past 48 hours. Click for updated prices.
Inn at Haystack Rock

Inn at Haystack Rock

2.5 out of 5
Downtown Cannon Beach
Price was CA $2,360, price is now CA $1,752 per person
CA $1,752
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.6/10 Excellent! (1,003 reviews)
Very clean and cozy cottage house. Everything was perfect

Reviewed on Jun 20, 2026

Coastal Getaway in Manzanita w Fire Pit, Guest House & Views Seagrove by Avantstay

Coastal Getaway in Manzanita w Fire Pit, Guest House & Views Seagrove by Avantstay

3 out of 5
Price was CA $6,685, price is now CA $4,787 per person
CA $4,787
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
No reviews
Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

3 out of 5
Price was CA $3,483, price is now CA $2,558 per person
CA $2,558
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
10/10 Exceptional! (2 reviews)
Great property for our family vacation! Convenient layout, amenities, and an exceptionally well-stocked kitchen with both equipment and pantry staples. Property management was super - great communication and fast replies to questions. The beach at Arch Cape is wide open and uncrowded, with fun sea stacks, tide pools, streams, and fun things to explore at both ends of the beach. Would totally stay here again.

Reviewed on Aug 23, 2025

Bella Sol by Avantstay Ocean Views + Game Room

Bella Sol by Avantstay Ocean Views + Game Room

3 out of 5
Price was CA $3,440, price is now CA $2,547 per person
CA $2,547
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
No reviews
Beach Pines Bungalow by Avantstay Classic Cottage Steps to the Beach w/ Private Yard

Beach Pines Bungalow by Avantstay Classic Cottage Steps to the Beach w/ Private Yard

4 out of 5
Price was CA $3,497, price is now CA $2,600 per person
CA $2,600
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
10/10 Exceptional! (1 review)
We absolutely loved it. Can’t wait to go back!

Reviewed on Mar 23, 2026

Where to stay in Hillsdale

Find the best Hillsdale areas and neighborhoods for the activities you enjoy most. Learn more about Hillsdale
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

Hillsdale 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 $158 per night from Jun 28 to Jun 29
CA $158
CA $185 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (3,480 reviews)
"Staff"

Reviewed on Jun 22, 2026

The Paramount Hotel
Moxy Portland Downtown

Moxy Portland Downtown

3 out of 5
585 SW 10TH AVENUE Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jul 5 to Jul 6
CA $135
CA $156 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (1,441 reviews)
"The room was clean and check in was a breeze. Great location. Very thin walks, but noise machine provided. Free drink when you check in!"

Reviewed on Jun 23, 2026

Moxy Portland Downtown
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

3 out of 5
2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Jun 29 to Jun 30
CA $180
CA $208 total
Jun 29 - Jun 30
includes taxes & fees
9/10 Wonderful! (2,604 reviews)
"Location, clean, big rooms with stove, microwave , refrigerator and cooking utensils."

Reviewed on Jun 22, 2026

Hyatt House Portland/Downtown
See all 2,859 properties in Hillsdale
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
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Hillsdale vacation package cost?
Handcraft your Hillsdale vacation package from an affordable CA $1,752. Choose from any combination of hotels, flights and rental cars to put together the escape you've been dreaming about for ages. Don't forget to add on one or two experiences!
How do I get a cheap travel package to Hillsdale?
If you love landing a bargain, combine your bookings into a Hillsdale vacation package. Whether you need flights, hotels, day tours or rental cars, you can browse and book them all in one place. You'll have plenty of choice at your fingertips too. Expedia has over 550 airlines and 1,000,000 properties worldwide to take your pick of. Fly with who you prefer, find a room where you like and save precious dollars — now that's the perfect getaway!
Where should I stay in Hillsdale?
Most who travel to Hillsdale include Oregon Zoo and Portland State University on their itineraries. Why not go for a hotel that's close to these great attractions?
How far in advance should I book my Hillsdale vacation?
While not all air carriers release ticket prices early, customers are usually able to compare international fares on Expedia up to 12 months in advance. This is the time you'll score some fantastic bargains. If you're booking last minute, you may still be in luck. Sometimes the cheapest prices emerge only weeks prior to departure.
What does an Expedia Hillsdale travel package include?
Hotels, rental cars and flights, or any combination of the three — the choice is yours. Whether you're headed to Hillsdale with the kids or enjoying a solo break, there's a bundle to match every style and budget. Once you've made your booking, why not add on a couple of activities?
What should I know before booking a Hillsdale travel package?
A travel package can be easier on the wallet than individually booking everything you need for your escape. For example, bundle your hotels, flights and rental cars and score big savings. Whatever your vacation plans, you'll find a package that's right for you.
Can I choose my airline with a Hillsdale Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Simply pick the carrier that suits you and craft your ideal Hillsdale vacation.
If I'm not able to travel, can I cancel my Hillsdale vacation package?
Don't stress if you're rethinking your Hillsdale vacation package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally understand your circumstances can suddenly change, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.

Discover the most popular places to visit in Hillsdale

Moda Center

Moda Center

4.5/5(132 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
Oregon Zoo

Oregon Zoo

4/5(56 reviews)

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

Oregon Zoo
Tom McCall Waterfront Park

Tom McCall Waterfront Park

4/5(94 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

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $111
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 $122
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Guided Oregon Coast Tour from Portland

Full-Day Guided Oregon Coast Tour from Portland

CA $192
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
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.