Hillendale Vacations from $363

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Your Hillendale Vacation

Planning your next adventure just got a whole lot easier with a vacation package to Hillendale. Immerse yourself in the very best this neighborhood has to offer while making nice memories along the way. When it's time to get out and explore, you'll find loads of big-name attractions nearby including Clackamas Community College, Oregon City Shopping Center and Willamette Falls. Visit one, two or more during your trip to Hillendale. Whatever your travel goals or budget, booking your perfect Hillendale vacation is quick and easy with Expedia.

The Latest Hillendale 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
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,540 reviews)
All staff was on point, the photos in the hotel were great. Wish all single point hotels were as good as this.

Reviewed on Jul 29, 2025

Two Capes Lookout

Two Capes Lookout

2 out of 5
Save 100% on your flight
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
10/10 Exceptional! (31 reviews)
Very quiet and comfortably spot to relax while still close to town. The staffs are amazing.

Reviewed on Jul 28, 2025

The Independence

The Independence

3 out of 5
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9.6/10 Exceptional! (839 reviews)
Was so pleasantly surprised by the room and friendly staff. This is really the only hotel in this tiny town and it was a “staycation” to come see a concert in the park. It’s been a very long time that hotel staff both mentioned and recognized my VIP Expedia status. The young man who checked us in was clearly trained well and provided GREAT customer service. We were given a bottle of wine as VIP member and the room we were given was great! Liked our stay and will be back. Not sure why the hotel has such a low star rating. I will warn you, the hotel restaurant and bar will close early or unannounced if they don’t have any business, so plan ahead for that. They might not be open as expected.

Reviewed on Jul 27, 2025

SCP Depoe Bay

SCP Depoe Bay

3 out of 5
Save 100% on your flight
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
9.2/10 Wonderful! (509 reviews)
Our stay was lovely! The girl at the reception was very nice and gave us two rooms because something happened to the room we booked. And we needed that additional room because we were traveling with a baby. Also, there’s a beautiful balcony with a wonderful view and a cool hammock inside the room.

Reviewed on Jul 26, 2025

OYO Waves Hotel Newport OR - NYE Beach

OYO Waves Hotel Newport OR - NYE Beach

2.5 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Portland (PDX)
7.6/10 Good! (1,613 reviews)
Very basic room, but very comfortable and coffee maker in room!

Reviewed on Jul 29, 2025

Where to stay in Hillendale

Find the best Hillendale areas and neighborhoods for the activities you enjoy most. Learn more about Hillendale
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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 hotels in Two Rivers

Hillendale Hotel Deals

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
$119 nightly
The price is $138 total per night from Aug 6 to Aug 7
$138 total
Aug 6 - Aug 7
Total includes taxes and fees
8.6/10 Excellent! (1,872 reviews)
"On the day i booked it, i think the price is reasonable. The room is big and the beds are comfy. The staff are kind and helpful."

Reviewed on Jul 28, 2025

Courtyard by Marriott Portland City Center
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
$92 nightly
The price is $106 total per night from Aug 4 to Aug 5
$106 total
Aug 4 - Aug 5
Total includes taxes and fees
7.6/10 Good! (2,493 reviews)
"There is 1 fridge or drinks and frozen foods. A few dry foods ramen or cereal. With laundry soap and sheets available."

Reviewed on Jul 29, 2025

Red Lion Hotel Portland Airport
The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $135 total per night from Aug 3 to Aug 4
$135 total
Aug 3 - Aug 4
Total includes taxes and fees
9.2/10 Wonderful! (2,656 reviews)
"Very lovely hotel with valet parking or short walkto the light rail."

Reviewed on Jul 28, 2025

The Paramount Hotel
See all 2,235 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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Discover the most popular places to visit in Hillendale

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

End of the Oregon Trail Interpretive Center

You can spend time exploring the galleries in End of the Oregon Trail Interpretive Center in Oregon City. Make time for the shops and biking trails in this walkable area.

End of the Oregon Trail Interpretive Center

Clackamas County Circuit Courthouse

After visiting Clackamas County Circuit Courthouse, make a plan to see the other sights and activities in Oregon City. Check out the shops and top-notch restaurants in this walkable area.

Clackamas County Circuit Courthouse

Things to do

Meet the growers of these dynamic vintages

Private Wine Excursion Willamette Valley, Oregon - Wine Tour

$290
per adult
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
Portland to Multnomah Falls a Waterfall Tour of 5 Falls and More

Portland to Multnomah Falls a Waterfall Tour of 5 Falls and More

$99
per adult
Portland to Multnomah Falls a Waterfall Tour of 5 Falls and More
Picture 2 for Activity Multnomah Falls: Gorge-ous Sunset Waterfall Tour

Multnomah Falls: Sunset Guided Tour to Five Waterfalls

$79
per adult
Multnomah Falls: Sunset Guided Tour to Five 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.