Hillendale Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Sherry M. 🦋
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Hillendale Vacation

Take the stress out of organizing your next getaway by booking a Hillendale vacation package. Take in the sights and sounds of this captivating neighborhood and experience everything it has to offer. Start your trip to Hillendale by checking out nearby attractions such as Oregon City Shopping Center, Clackamas Community College and Salmon River Trail. Stop dreaming and start doing. When it's time to lock in your ideal vacation to Hillendale, Expedia will help get you there.

The Latest Hillendale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Grand Stark

Hotel Grand Stark

4 out of 5
Southeast Portland
Save 100% on your flight
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Portland (PDX)
8.6/10 Excellent! (430 reviews)
The hotel is located on a busy street, many businesses in the area, and it is very noisy in the early morning hours. There is a homeless shelter across the street, this does not create noise or disturbances, but might be a factor for some when booking a room.

Reviewed on Jun 5, 2024

Dossier Hotel

Dossier Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul 8 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Portland (PDX)
9/10 Wonderful! (1,008 reviews)
The property met or surpassed my expectations. Would stay here again. The only drawback is the state of the downtown area, but it appears to be moving in the right direction.

Reviewed on Jun 5, 2024

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul 8 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Portland (PDX)
8.8/10 Excellent! (1,003 reviews)
The staff was so attentive to our needs. When we arrived our mini fridge was not cooling so they immediately sent someone to repair for us. We were only in Portland for one night but would have definitely stayed here if we had more time to stay. Room was spacious and quiet. Bed was extremely comfortable. Enjoyed our stay thoroughly.

Reviewed on May 28, 2024

Hotel deLuxe

Hotel deLuxe

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul 8 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Portland (PDX)
8.8/10 Excellent! (1,007 reviews)
Our room had a view but was quite small. The shower above tub area needs grab bars for safety getting in and out.

Reviewed on Jun 4, 2024

Woodlark

Woodlark

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Portland (PDX)
9/10 Wonderful! (1,000 reviews)
Loved this property. It was beautiful, comfortable, friendly and convenient. I do with the rooms had coffee in them, but I wouldn’t even call that a flaw. Absolutely would stay here again.

Reviewed on Jun 3, 2024

Where to stay in Hillendale

Find the best Hillendale areas and neighborhoods for the activities you enjoy most. Learn more about Hillendale
Default Image

Two Rivers

3 out of top 10 points of interest in this area
4/5(44 area reviews)

If you're spending some time in Two Rivers, End of the Oregon Trail Interpretive Center and Oregon City Shopping Center are top sights worth seeing.

Find hotel + flight trips in Two Rivers

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 $105 per night from Jul 5 to Jul 6
$105
$156 total
includes taxes & fees
Jul 5 - Jul 6
9.2/10 Wonderful! (1,908 reviews)
"Great staff"

Reviewed on Jun 4, 2024

The Paramount Hotel
Courtyard by Marriott Portland City Center
Courtyard by Marriott Portland City Center
3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundableReserve now, pay when you stay
The price is $87 per night from Jul 7 to Jul 8
$87
$102 total
includes taxes & fees
Jul 7 - Jul 8
8.6/10 Excellent! (1,057 reviews)
"Very spacious room with sofa and desk area. Very comfortable king sized bed. Spacious entrance lobby with coffee/ tea and cooled water to drink as well as plenty of chairs. Large retro 4 person pacman machine. The hotel is central to the town and very easy access to the rail station and with very ..."

Reviewed on Jun 4, 2024

Courtyard by Marriott Portland City Center
Shilo Inn Suites Hotel - Portland Airport
Shilo Inn Suites Hotel - Portland Airport
3 out of 5
11707 Ne Airport Way, Portland, OR
Fully refundableReserve now, pay when you stay
The price is $83 per night from Jun 25 to Jun 26
$83
$97 total
includes taxes & fees
Jun 25 - Jun 26
7.8/10 Good! (1,011 reviews)
"a pleasant surprise and will stay again. Front desk service was awesome!"

Reviewed on Jun 1, 2024

Shilo Inn Suites Hotel - Portland Airport
See all 2,135 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Hillendale vacation package cost?
Get ready to book, because a getaway to Hillendale starts from an affordable $290. 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.

Discover the most popular places to visit in Hillendale

Image for Clackamas Community College

Clackamas Community College

Walk around the campus at Clackamas Community College during your visit to Oregon City. Amble around this family-friendly area's riverfront or attend a sporting event.

Clackamas Community College
Image for Oregon City Shopping Center

Oregon City Shopping Center

During your visit to Oregon City, you can browse for the perfect souvenirs at Oregon City Shopping Center. Attend a sporting event in this walkable area, or seek out the biking trails.

Oregon City Shopping Center
Image for End of the Oregon Trail Interpretive Center

End of the Oregon Trail Interpretive Center

You can enjoy some culture when you stop by End of the Oregon Trail Interpretive Center in Oregon City. Attend a sporting event or visit the shops in this walkable area.

End of the Oregon Trail Interpretive Center

Things to do

Image for Private Wine Excursion Willamette Valley, Oregon - Wine Tour

Private Wine Excursion Willamette Valley, Oregon - Wine Tour

$245
Per adult
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
Image for Private Multnomah Falls, Train Ride, & Wine Tour

Private Multnomah Falls, Train Ride, & Wine Tour

$880
Per adult
Private Multnomah Falls, Train Ride, & Wine Tour
Image for 2-Hour Scenic River Boat Tour on the Willamette River

2-Hour Scenic River Boat Tour on the Willamette River

$349
Per adult
2-Hour Scenic River Boat Tour on the Willamette River
See all activities in Oregon City

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.