Hillsdale Vacations from $272

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Your Hillsdale Vacation

Your next great escape is calling out to you with a vacation package to Hillsdale. Fun, food and nonstop great times — you're bound to find it in this neighborhood. Start your trip to Hillsdale by heading to nearby attractions such as Oregon Zoo, Portland State University and Portland Japanese Garden. Expedia will help turn your dream Hillsdale vacation into reality, no matter your travel plans or budget.

The Latest Hillsdale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Coast River Inn by OYO Seaside

Coast River Inn by OYO Seaside

2 out of 5
Save 100% on your flight
Price was $377, price is now $272 per person
$272
per person
Apr 18 - Apr 21
found 14 hours ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
8.4/10 Very Good! (1,005 reviews)
Roomy, quiet, recently updated and very comfortable. Inexpensive and exceeded expectations

Reviewed on Mar 2, 2026

Skamania Lodge

Skamania Lodge

3.5 out of 5
Save 100% on your flight
Price was $835, price is now $556 per person
$556
per person
Apr 21 - Apr 25
found 9 hours ago
Roundtrip flight included
Ontario (ONT) to Portland (PDX)
9/10 Wonderful! (1,004 reviews)
Beautiful hotel, very clean, kind staff members, and lots of amenities to enjoy with the family. I absolutely loved the location overlooking at the Columbia River. I was granted early check in, which made a difference for me in wanting to come back in the future. My kids loved the big pool and green yard with plenty of space to play soccer or simply run around.

Reviewed on Mar 10, 2026

Bowline Hotel

Bowline Hotel

4 out of 5
Save 100% on your flight
Price was $784, price is now $545 per person
$545
per person
May 15 - May 19
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PDX)
9.4/10 Exceptional! (1,002 reviews)
Unfortunately, our room had quite a bit of dog hair, which made it feel less clean than expected. There was also no hot water when I went to take a shower. I mentioned this to the staff, and while they thanked me for letting them know, nothing was offered to address the issue. Additionally, there was a strong unpleasant smell outside the property, though that was clearly not the hotel’s fault.

Reviewed on Mar 9, 2026

Park Lane Suites and Inn

Park Lane Suites and Inn

2.5 out of 5
Southwest Portland
Price was $534, price is now $390 per person
$390
per person
May 28 - Jun 1
found 19 hours ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
8.8/10 Excellent! (1,651 reviews)
Fantastic location! Quiet, clean and as described. While there’s parking onsite, which is very rare in this part of town, people who arrive late at night may find the parking full so will need to park on the street.

Reviewed on Mar 10, 2026

The Tillamook Inn

The Tillamook Inn

2 out of 5
Price was $452, price is now $334 per person
$334
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
8/10 Very Good! (1,107 reviews)
Very large and clean room! However, we had an issue down the road at a different hotel that ended with us leaving and the staff here told us they would have lied about having a homeless or drug problem because its not an upsale. Needless to say, we checked in and walked to the parking lot to be met by some other guests looking for a score and cash. Didn't feel safe traveling with a child.

Reviewed on Mar 5, 2026

Where to stay in Hillsdale

Find the best Hillsdale areas and neighborhoods for the activities you enjoy most. Learn more about Hillsdale
Relaxing afternoon by the waterfront in downtown Portland with views of boats and the city skyline

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(4,488 area reviews)

Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.

Find hotels in Downtown Portland

Hillsdale 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
$99 nightly
The price is $114 total per night from Mar 29 to Mar 30
$114 total
Mar 29 - Mar 30
Total with taxes and fees
9.2/10 Wonderful! (3,258 reviews)
Easy check in process, very friendly staff, convenient location, extremely walkable, beautiful view of the city and surrounding area excellent amenities.

Reviewed on Mar 10, 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
$97 nightly
The price is $112 total per night from Mar 17 to Mar 18
$112 total
Mar 17 - Mar 18
Total with taxes and fees
8.8/10 Excellent! (1,671 reviews)
Fantastic location! Quiet, clean and as described. While there’s parking onsite, which is very rare in this part of town, people who arrive late at night may find the parking full so will need to park on the street.

Reviewed on Mar 10, 2026

Park Lane Suites and Inn
Cambria Hotel Portland - Pearl District

Cambria Hotel Portland - Pearl District

3 out of 5
165 NW Park Ave Portland OR
Fully refundable
$115 nightly
The price is $133 total per night from Mar 31 to Apr 1
$133 total
Mar 31 - Apr 1
Total with taxes and fees
9.8/10 Exceptional! (313 reviews)
Very nice staff, rooms are very clean & comfortable

Reviewed on Mar 9, 2026

Cambria Hotel Portland - Pearl District
See all 2,891 properties in Hillsdale
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 Hillsdale

Moda Center

Moda Center

See sporting teams do battle and rock out to musical legends at one of Portland’s major venues for sports and big-ticket entertainment events.

Moda Center
Aerial View of Portland Cityscape with Solar Panels and Highway

Oregon Convention Center

Learn about the events happening at Oregon Convention Center during your trip to Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Oregon Convention Center
Visitors enjoy a sunny day at Oregon Zoo in Portland with family and friends exploring the lush surroundings

Oregon Zoo

Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.

Oregon Zoo

Things to do

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

$88
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

$85
per traveler
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

$129
per adult
96% of travellers recommend
Portland: Dinner Cruise on the Willamette River
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.