Hillendale Vacation Packages

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Top Holiday Package Deals in Hillendale

Price found within the past 48 hours. Click for updated prices.
The Ashley Inn & Suites

The Ashley Inn & Suites

2.5 out of 5
Wecoma Beach
Price was CA $959, price is now CA $749 per person
CA $749
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.2/10 Very good! (2,685 reviews)
The hotel itself wasn’t outstanding but the helpful staff and amenities made up for areas it lacked. The pool and hot tub were dirty, but appreciated the laundry machines as this stop was the halfway point in our travels.

Reviewed on Jul 13, 2026

Siletz Bay Beachfront Hotel by OYO Lincoln City

Siletz Bay Beachfront Hotel by OYO Lincoln City

2 out of 5
Taft Historic District
Price was CA $1,423, price is now CA $1,008 per person
CA $1,008
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8/10 Very good! (1,724 reviews)
Rooms was dirty, screen door was ripped. The rooms had a musty smell to it. Oh, microwave didn't have no knobs on it. Refrigerator didn't have no freezer on it. The floors was dirty in room has old furniture in there. Balcony has bird feces on the balcony

Reviewed on Jul 12, 2026

The Tillamook Inn

The Tillamook Inn

2 out of 5
Price was CA $1,229, price is now CA $912 per person
CA $912
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8/10 Very good! (1,144 reviews)
We were a bit concerned after reading the online reviews after booking, but we had a great stay. Room was clean, noise level was normal for a hotel and staff was really nice. One of the few hotels the entire family got a really good night sleep in. We would stay here again!

Reviewed on Jul 12, 2026

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 $4,059, price is now CA $3,043 per person
CA $3,043
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
10/10 Exceptional! (2 reviews)
Beach location was perfect for a relaxing week. Beach House was clean and well appointed with necessities.

Reviewed on Nov 17, 2025

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was CA $1,289, price is now CA $986 per person
CA $986
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,001 reviews)
Phenomenal service. Beautiful, clean & well maintained property. Excellent restaurants. 10 out of 10 will go again.

Reviewed on Jul 12, 2026

Where to stay in Hillendale

Find the best Hillendale areas and neighborhoods for the activities you enjoy most. Learn more about Hillendale
A fast-flowing river with moss-covered rocks and a waterfall in a forested area.

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 $151 per night from Aug 10 to Aug 11
CA $151
CA $176 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (3,540 reviews)
"Such comfy beds. Breakfast downstairs was great"

Reviewed on Jul 13, 2026

The Paramount Hotel
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 $232 per night from Aug 9 to Aug 10
CA $232
CA $269 total
Aug 9 - Aug 10
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Bad service and staff. Very rude"

Reviewed on Jul 10, 2026

The Duniway Portland A Hilton Hotel
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 $138 per night from Jul 15 to Jul 16
CA $138
CA $161 total
Jul 15 - Jul 16
includes taxes & fees
7.8/10 Good! (2,857 reviews)
"The snell of the lobby is terrible. Musty and dank smelling. Bathtub had the enamel completing gone in multiple spots. The blinds weren’t wide enough for the windows and there weren’t any curtains to block the street light/city lights from coming in."

Reviewed on Jul 13, 2026

Red Lion Hotel Portland Airport
See all 2,327 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 $749. 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.

Stay near popular Hillendale attractions

Regal Hilltop

You can take time to visit Regal Hilltop during your travels to Oregon City.
See properties

Things to do

Meet the growers of these dynamic vintages

Private Wine Excursion Willamette Valley, Oregon - Wine Tour

CA $412
per adult
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
Truffle Forage and Feast

Truffle Forage and Feast

CA $390
per adult
Truffle Forage and Feast
Picture 17 for Activity Multnomah Falls: Sunset Guided Tour to Five Waterfalls

Portland: Multnomah Falls Sunset Guided Tour of 5 Waterfalls

CA $140
per adult
100% of travellers recommend
Portland: Multnomah Falls Sunset Guided Tour of 5 Waterfalls
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.