Hillendale 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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Price found within the past 48 hours. Click for updated prices.
  • Front of property
    Aug 6 - Aug 10

    Sentinel Hotel + Flight

    Downtown Portland
    4 nights
    5.0 star property
    8.8/10 - Excellent (1,001 reviews)
    "I enjoyed our stay. Loved the room. The fireplace was a nice touch. My only complaint if I can really call it that, is the resort fee. What “amenities” warrant an extra charge? According to the website, a comfy bed, a virtual concierge and a spiritual library. I mean I guess I could have asked for a Bagavad Gita to be brought to my room at midnight but in my mind, resort fees mean there is a sauna or hot tub. Maybe a game room? Just charge $35 more and cut it with the disingenuous fee. Lovely..."
    Reviewed May 28, 2026
    Roundtrip • Vancouver (YVR) - Portland (PDX)
    YVR - PDX • 1 stop PDX - YVR • 1 stop
    CA $1,140
    CA $877
    per traveller
    found 1 day ago
    Sentinel Hotel
  • 2 restaurants; breakfast, dinner, and brunch served
    Aug 6 - Aug 10

    The Nines, a Luxury Collection Hotel, Portland + Flight

    Downtown Portland
    4 nights
    5.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    "The bar closes at 10. The restaurant won't seat you without a "reservation" even though it's half empty. They probably have a staff shortage but won't admit it. Lobby tables left un-bussed. We had to do it ourselves. Room service, vacuums, etc are left in the hall for multiple days, let alone hours. And those nice, clear shower doors? Accumulated soap scum from previous guests. The beds were comfortable and the rooms quiet, which was the most important. Overall, a disappointing experience."
    Reviewed May 25, 2026
    Roundtrip • Vancouver (YVR) - Portland (PDX)
    YVR - PDX • 1 stop PDX - YVR • 1 stop
    CA $1,188
    CA $900
    per traveller
    found 1 day ago
    The Nines, a Luxury Collection Hotel, Portland
  • Lobby
    Aug 6 - Aug 10

    AC Hotel by Marriott Portland Downtown, OR + Flight

    Downtown Portland
    4 nights
    3.5 star property
    9.0/10 - Wonderful (1,002 reviews)
    "Good location, great Vietnamese food next door."
    Reviewed May 27, 2026
    Roundtrip • Vancouver (YVR) - Portland (PDX)
    YVR - PDX • 1 stop PDX - YVR • 1 stop
    CA $1,131
    CA $898
    per traveller
    found 1 day ago
    AC Hotel by Marriott Portland Downtown, OR
  • Lobby
    Aug 6 - Aug 10

    Hotel deLuxe + Flight

    Downtown Portland
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,026 reviews)
    "Gracie’s was very good!"
    Reviewed May 19, 2026
    Roundtrip • Vancouver (YVR) - Portland (PDX)
    YVR - PDX • 1 stop PDX - YVR • 1 stop
    CA $1,178
    CA $966
    per traveller
    found 1 day ago
    Hotel deLuxe
  • Deluxe Suite, 2 Queen Beds, Non Smoking
    Jul 15 - Jul 20

    Capitol Hill Motel + Flight

    Southwest Portland
    5 nights
    2.5 star property
    9.2/10 - Wonderful (852 reviews)
    "This is my second time staying at this motel. Everything was great, check in went smoothly and quickly. The shower head is made for someone taller (I'm not that thin and felt like I had to run around in the shower to get wet) but otherwise the amenities were good for a motel. For some reason the road noise seemed really loud this time--might recommend bringing earplugs. Other than that, I'd definitely stay here again."
    Reviewed May 18, 2026
    Roundtrip • Edmonton (YEG) - Portland (PDX)
    YEG - PDX • 1 stop PDX - YEG • 1 stop
    CA $1,205
    CA $991
    per traveller
    found 22 hours ago
    Capitol Hill Motel

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 Stevens-Crawford Heritage House and Willamette Falls.

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 $154 per night from Jun 7 to Jun 8
CA $154
CA $180 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (3,415 reviews)
"Nice, centrally located spot."

Reviewed on May 29, 2026

The Paramount Hotel
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 $192 per night from Jun 7 to Jun 8
CA $192
CA $222 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (1,995 reviews)
"I loved everything all was amazing we could have used some more sugars in our coffee packs maybe consider putting4 instead of 2 in the bags all everything else was wonderful"

Reviewed on May 29, 2026

Hotel Eastlund, BW Premier Collection
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

3 out of 5
7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Jun 7 to Jun 8
CA $116
CA $135 total
Jun 7 - Jun 8
includes taxes & fees
7.8/10 Good! (2,806 reviews)
"Easy to get to, parking was validated and good wifi for working. The rooms are worn down and the door handles are a lift up which is strange but it worked for a few nights. It was close to a good Sushi restaurant and was quiet."

Reviewed on May 29, 2026

Red Lion Hotel Portland Airport
See all 2,314 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 . 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
Sunset Tour of Multnomah Falls plus Vista House and Other Falls

Sunset Tour of Multnomah Falls plus Vista House and Other Falls

CA $135
per adult
100% of travellers recommend
Sunset Tour of Multnomah Falls plus Vista House and Other 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.