Hillsdale Vacations from ￥150,392

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 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

The Latest Hillsdale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
Price was ￥184,162, price is now ￥150,392 per person
￥150,392
per person
Jan 21 - Jan 25
found 10 hours ago
Roundtrip flight included
Osaka (OSA) to Portland (PDX)
9.2/10 Wonderful! (1,784 reviews)
Clean room, close to downtown tourist sites

Reviewed on Nov 10, 2025

Hotel deLuxe

Hotel deLuxe

4 out of 5
Downtown Portland
Price was ￥197,022, price is now ￥159,752 per person
￥159,752
per person
Jan 21 - Jan 25
found 10 hours ago
Roundtrip flight included
Osaka (OSA) to Portland (PDX)
8.8/10 Excellent! (1,012 reviews)
room was lovely peaceful quiet, hotel was sparkly and atmospheric - would stay again.

Reviewed on Nov 6, 2025

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
Price was ￥189,528, price is now ￥157,140 per person
￥157,140
per person
Jan 21 - Jan 25
found 10 hours ago
Roundtrip flight included
Osaka (OSA) to Portland (PDX)
8.8/10 Excellent! (1,007 reviews)
Beautiful hotel. Staff was nice. No breakfast bar to speaf of, just coffee.

Reviewed on Oct 25, 2025

AC Hotel by Marriott Portland Downtown, OR

AC Hotel by Marriott Portland Downtown, OR

3.5 out of 5
Downtown Portland
Price was ￥196,680, price is now ￥166,596 per person
￥166,596
per person
Jan 21 - Jan 25
found 10 hours ago
Roundtrip flight included
Osaka (OSA) to Portland (PDX)
9/10 Wonderful! (1,014 reviews)
Heat was responsive as indicated

Reviewed on Nov 11, 2025

Kimpton Hotel Vintage Portland by IHG

Kimpton Hotel Vintage Portland by IHG

4.5 out of 5
Downtown Portland
Price was ￥172,004, price is now ￥150,410 per person
￥150,410
per person
Jan 21 - Jan 25
found 10 hours ago
Roundtrip flight included
Osaka (OSA) to Portland (PDX)
9/10 Wonderful! (1,002 reviews)
The hot tub ran very low on water after only using it for about 30 minutes and just about every jet to adjust the flow, seemed to be broken and came off when trying to adjust. The hot tub itself is what we got the room for and just overall unsatisfied with it's condition.

Reviewed on Nov 10, 2025

Where to stay in Hillsdale

Find the best Hillsdale areas and neighborhoods for the activities you enjoy most. Learn more about Hillsdale
Downtown Portland - South Waterfront showing picnicing, boating and a bay or harbor

Downtown Portland

4.5/5(4,488 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

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 ￥10,586 per night from Dec 11 to Dec 12
￥10,586
￥12,280 total
Dec 11 - Dec 12
includes taxes & fees
8/10 Very Good! (2,758 reviews)
The hotel itself was great, location to airport, staff and shuttle all excellent, my only concern was that I received email confirmations that gave me the wrong holiday Inn phone number, so it took a bit of jumping through hoops to find the number to call for the shuttle. I do not think that was ...

Reviewed on Nov 10, 2025

Holiday Inn Airport - Portland by IHG
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 ￥14,007 per night from Nov 30 to Dec 1
￥14,007
￥16,325 total
Nov 30 - Dec 1
includes taxes & fees
9.2/10 Wonderful! (2,952 reviews)
Clean rooms and elegant feeling. The restaurant was great and valet was quick. 10/10

Reviewed on Nov 6, 2025

The Paramount Hotel
Sojourn Suites Portland Airport

Sojourn Suites Portland Airport

3 out of 5
11707 Ne Airport Way, Portland, OR
Fully refundableReserve now, pay when you stay
The price is ￥9,911 per night from Dec 1 to Dec 2
￥9,911
￥11,554 total
Dec 1 - Dec 2
includes taxes & fees
7.8/10 Good! (1,659 reviews)
Could easily hear neighbors up above, especially when they took a shower, it sounded like a freight train. Room is much larger than we expected, bed comfortable, no creamer only empty used package.

Reviewed on Nov 4, 2025

Sojourn Suites Portland Airport
See all 2,805 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.

Frequently asked questions

How much does a Hillsdale vacation package cost?
Handcraft your Hillsdale vacation package from an affordable ￥150,392. 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

Oregon Convention Center

Oregon Convention Center

During your trip, find out what's happening at Oregon Convention Center, a top convention center in Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Oregon Convention Center
Oregon Zoo featuring zoo animals and landscape views as well as a large group of people

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
Portland State University

Portland State University

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

Portland State University

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

￥12,976
per traveler
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 on the Willamette River

￥13,281
per adult
98% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

￥15,877
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.