Hillendale Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Hillendale

Price found within the past 48 hours. Click for updated prices.
WorldMark Portland - Waterfront Park

WorldMark Portland - Waterfront Park

2.5 out of 5
Downtown Portland
Price was CA $857, price is now CA $703 per person
CA $703
per person
May 18 - May 21
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PDX)
8.8/10 Excellent! (62 reviews)
Great location a block from a train stop. Very friendly and helpful staff.

Reviewed on Apr 4, 2026

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
Price was CA $1,026, price is now CA $808 per person
CA $808
per person
Jul 1 - Jul 4
found 21 hours ago
Roundtrip flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (2,076 reviews)
Clean room, easy to walk

Reviewed on Apr 12, 2026

Dossier Hotel

Dossier Hotel

4.5 out of 5
Downtown Portland
Price was CA $902, price is now CA $728 per person
CA $728
per person
Jul 1 - Jul 4
found 21 hours ago
Roundtrip flight included
Calgary (YYC) to Portland (PDX)
9.4/10 Exceptional! (1,388 reviews)
I was hoping for a buffet breakfast but you had to order in the bar/bistro. Limited breakfast menu.

Reviewed on Apr 11, 2026

Hotel deLuxe

Hotel deLuxe

4 out of 5
Downtown Portland
Price was CA $914, price is now CA $748 per person
CA $748
per person
Jul 1 - Jul 4
found 21 hours ago
Roundtrip flight included
Calgary (YYC) to Portland (PDX)
8.6/10 Excellent! (1,003 reviews)
Excellent location, Amazing…great amenities. Walkable, safe. Highly recommend. A++

Reviewed on Apr 10, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was CA $1,139, price is now CA $939 per person
CA $939
per person
Jul 1 - Jul 4
found 21 hours ago
Roundtrip flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (1,001 reviews)
Loved this hotel. It was one of my favorite hotels that I have stayed in. The staff was amazing and so knowledgeable about the hotel and the area.

Reviewed on Apr 7, 2026

Where to stay in Hillendale

Find the best Hillendale areas and neighborhoods for the activities you enjoy most. Learn more about Hillendale
Sahalie Falls Waterfall - Willamette National Forest - Oregon

Elyville

Though Elyville might not have many top sights, you can venture to the surrounding area to see attractions like Willamette Falls and End of the Oregon Trail Interpretive Center.

Find hotels in Elyville

Hillendale 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 $139 per night from Apr 19 to Apr 20
CA $139
CA $162 total
Apr 19 - Apr 20
includes taxes & fees
9.2/10 Wonderful! (3,300 reviews)
Very clean

Reviewed on Apr 12, 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 CA $111 per night from Apr 20 to Apr 21
CA $111
CA $129 total
Apr 20 - Apr 21
includes taxes & fees
8.8/10 Excellent! (1,717 reviews)
The hotel had everything we wanted and could possibly need. The staff was so friendly and helpful.

Reviewed on Apr 9, 2026

Park Lane Suites and Inn
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Apr 19 to Apr 20
CA $220
CA $255 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
excellent restaurant

Reviewed on Apr 12, 2026

The Duniway Portland A Hilton Hotel
See all 2,344 properties in Hillendale
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.
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Frequently asked questions

How much does a Hillendale vacation package cost?
Get ready to book, because a getaway to Hillendale starts from an affordable CA $703. When you bundle your flights, hotels and more into a package, you'll land the biggest bargains.
How do I get a cheap travel package to Hillendale?
Combine your flights and hotels, add extras such as tours, and save with a Hillendale vacation package. You won't just score amazing discounts on your escape — you'll have lots of choice too. When you book through Expedia, you can choose from more than 550 airlines and 1,000,000 hotels worldwide. Your affordable vacation starts right here, right now!
Where should I stay in Hillendale?
Make a reservation close to End of the Oregon Trail Interpretive Center, one of this area's most well-known attractions. It's the ideal spot if you're looking to capture some great travel photos.
What are the top hotels in Hillendale?
Whether you're planning to stay for one night or longer in Hillendale, you'll get a good night's sleep at Lovely New Cottage In The Country. Close To Major Cities. This option is the first choice for plenty of travelers.
How far in advance should I book my Hillendale vacation?
Travelers are generally able to compare international flights on Expedia within 12 months of departure. Booking late? With a little bit of luck, it's still possible to score an affordable ticket only weeks before your flight.
What does an Expedia Hillendale travel package include?
Rental cars, hotels and flights, or any combination of the three — it's your choice. Whether you're exploring Hillendale with the family or traveling solo, there's a bundle to fit every style and budget. Once you've made your booking, why not add on one or two tours or activities?
What should I know before booking a Hillendale travel package?
We already have low prices. However, you'll score even more bargains when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and lots of choice.
Can I choose my airline with a Hillendale Expedia vacation package?
You can, and with more than 550 airlines to pick from globally, you have plenty of choice. Have a look through the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Hillendale vacation package?
You can cancel your Hillendale booking if your travel plans have changed. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. It may be possible to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Things to do

Meet the growers of these dynamic vintages

Private Wine Excursion Willamette Valley, Oregon - Wine Tour

CA $397
per adult
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
Truffle Forage and Feast

Truffle Forage and Feast

CA $376
per adult
Truffle Forage and Feast
Scenic 2-Hour River Cruise to the Majestic Willamette Falls!

Scenic 2-Hour River Cruise to the Majestic Willamette Falls!

CA $122
per adult
Scenic 2-Hour River Cruise to the Majestic Willamette Falls!
See all activities in Oregon City
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.