Hillsdale Vacation Packages
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Top Holiday Package Deals in Hillsdale
Price found within the past 48 hours. Click for updated prices.
Heathman Hotel
Downtown Portland
CA $746
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (1,070 reviews)
Basically, most everything was great. The location was great; the hotel itself is beautiful. All the staff that we interacted with were very professional and very helpful whenever asked a question. There were only two things that were problems. The first was the Wi-Fi did not work in the room we were assigned. After contacting the desk a tech rep came to our room. He told us the system was not working in that part of the hotel. I went to the front desk and conversed with the clerk and requested we be moved to another room. He was very quick to find another room for us and told me to call the desk as soon as we were ready to move and someone would be sent up to assist. I did as asked and a worker arrived and assisted with the move to the other room. The only other thing that was difficult was the bathroom in the second room. It was very tiny. There was barely enough room to move about when using the toilet and when using the shower. However we made it work. These were the only faults/difficulties we encountered.
Reviewed on Sep 21, 2026
Hotel deLuxe
Downtown Portland
CA $792
per person
Nov 24 - Nov 28
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
8.6/10 Excellent! (1,109 reviews)
We needed to check in early because of an event we were attending, and the staff was very accommodating.
Reviewed on Sep 20, 2026
Park Lane Suites and Inn
Southwest Portland
CA $751
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
8.6/10 Excellent! (1,931 reviews)
I fund the rooms were clean however the parking was terrible and the ice maker on the other side of the street did not work which made in inconvenient that we needed to go across the street to the main lobby. I was also told on my last day before checking out that booking through Expedia the hotel offered snacks which was not disclosed upon us checking in.
Reviewed on Sep 21, 2026
Where to stay in Hillsdale
Find the best Hillsdale areas and neighborhoods for the activities you enjoy most. Learn more about Hillsdale
Downtown Portland
1 out of top 10 points of interest in this area
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.
Northeast Portland
1 out of top 10 points of interest in this area
Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.
Pearl District
1 out of top 10 points of interest in this area
Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.
Southeast Portland
Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!
Southwest Portland
2 out of top 10 points of interest in this area
Downtown Portland boasts cultural, educational, and retail hotspots, with attractions like Tom McCall Waterfront Park, Portland Art Museum, and Pioneer Place mall. Enjoy pedestrian-friendly streets and unique residential areas in Southwest Portland.
Hillsdale Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $165
CA $192 total
Oct 14 - Oct 15
includes taxes & fees
9.2/10 Wonderful! (3,716 reviews)
"Located near lots of sights and restaurants/bars downtown and still walkable to Slabtown. Only 2 blocks from the Tri-Met, too. Beds are comfy, showers have good water pressure, and the walls aren't thin. The bar downstairs is pretty nice, too. Downtown Portland is what it is, but this location is ..."
Reviewed on Sep 21, 2026
Heathman Hotel
1001 SW Broadway Portland OR
Fully refundableReserve now, pay when you stay
CA $140
CA $211 total
Oct 18 - Oct 19
includes taxes & fees
9.2/10 Wonderful! (1,090 reviews)
"Basically, most everything was great. The location was great; the hotel itself is beautiful. All the staff that we interacted with were very professional and very helpful whenever asked a question. There were only two things that were problems. The first was the Wi-Fi did not work in the room we ..."
Reviewed on Sep 21, 2026
Country Inn & Suites by Radisson, Portland International Airport, OR
7025 NE Alderwood Rd Portland OR
Fully refundable
CA $150
CA $175 total
Oct 19 - Oct 20
includes taxes & fees
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.
Frequently asked questions
How much does a Hillsdale vacation package cost?
Handcraft your Hillsdale vacation package from an affordable CA $746. Choose from any combination of hotels, flights and rental cars to put together the escape you've been dreaming about for ages. Don't forget to add on one or two experiences!
How do I get a cheap travel package to Hillsdale?
If you love landing a bargain, combine your bookings into a Hillsdale vacation package. Whether you need flights, hotels, day tours or rental cars, you can browse and book them all in one place. You'll have plenty of choice at your fingertips too. Expedia has over 550 airlines and 1,000,000 properties worldwide to take your pick of. Fly with who you prefer, find a room where you like and save precious dollars — now that's the perfect getaway!
Where should I stay in Hillsdale?
Most who travel to Hillsdale include Oregon Zoo and Portland State University on their itineraries. Why not go for a hotel that's close to these great attractions?
How far in advance should I book my Hillsdale vacation?
While not all air carriers release ticket prices early, customers are usually able to compare international fares on Expedia up to 12 months in advance. This is the time you'll score some fantastic bargains. If you're booking last minute, you may still be in luck. Sometimes the cheapest prices emerge only weeks prior to departure.
What does an Expedia Hillsdale travel package include?
Hotels, rental cars and flights, or any combination of the three — the choice is yours. Whether you're headed to Hillsdale with the kids or enjoying a solo break, there's a bundle to match every style and budget. Once you've made your booking, why not add on a couple of activities?
What should I know before booking a Hillsdale travel package?
A travel package can be easier on the wallet than individually booking everything you need for your escape. For example, bundle your hotels, flights and rental cars and score big savings. Whatever your vacation plans, you'll find a package that's right for you.
Can I choose my airline with a Hillsdale Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Simply pick the carrier that suits you and craft your ideal Hillsdale vacation.
If I'm not able to travel, can I cancel my Hillsdale vacation package?
Don't stress if you're rethinking your Hillsdale vacation package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally understand your circumstances can suddenly change, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.
Stay near popular Hillsdale attractions
Gray Park
Explore the lovely green spaces of Gray Park and also enjoy the biking trails in Portland. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
Stephens Creek Natural Area
Explore the lovely green spaces of Stephens Creek Natural Area and also enjoy the biking trails in Portland. Wander the riverfront and picturesque gardens in the area.
Stephens Creek Natural Park
Explore the lovely green spaces of Stephens Creek Natural Park and also enjoy the biking trails in Portland. Wander the riverfront and picturesque gardens in the area.
Hillsdale City Park
After visiting Hillsdale City Park, make a plan to see the other sights and activities in Portland. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
DeWitt Park
Explore the lovely green spaces of DeWitt Park and also enjoy the biking trails in Portland. Wander around the area's picturesque gardens or experience its acclaimed art scene.
George Himes Park
George Himes Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Experience the area's acclaimed art scene and entertainment choices.
Dewitt City Park
After visiting Dewitt City Park, make a plan to see the other sights and activities in Portland. Discover the area's entertainment choices and shops.
Things to do
Half-Day Multnomah Falls & Gorge Waterfalls Tour
CA $118
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
CA $122
per adult
98% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
CA $194
per traveller
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.