Hillsdale Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Hillsdale

Find the best Hillsdale areas and neighborhoods for the activities you enjoy most. Learn more about Hillsdale
Downtown Portland

Downtown Portland

1 out of top 10 points of interest in this area
4/5(42 area reviews)

Find it all—food, shopping, events, and nature—right in the heart of the city.

Find hotels in Downtown Portland

Top hotels in Hillsdale

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 S$146 per night from 26 May to 27 May
S$146
26 May - 27 May
includes taxes & fees
9.2/10 Wonderful! (3,397 reviews)
"The location was great, the beds were very comfortable, and we felt safe in/around the hotel. The valet service was also fantastic. Great water pressure in the shower. We enjoyed our balcony. Only complaint: our room with a balcony faced a street that had noisy trash pickup every morning at 6. 😊 ..."

Reviewed on 23 May, 2026

The Paramount Hotel
Hotel Eastlund, BW Premier Collection

Hotel Eastlund, BW Premier Collection

4 out of 5
1021 NE Grand Avenue Portland OR
Fully refundableReserve now, pay when you stay
The price is S$169 per night from 25 May to 26 May
S$169
25 May - 26 May
includes taxes & fees
9.2/10 Wonderful! (1,972 reviews)
"Feel the parking cost could of been more reasonable."

Reviewed on 22 May, 2026

Hotel Eastlund, BW Premier Collection
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street Portland OR
Fully refundable
The price is S$183 per night from 8 Jun to 9 Jun
S$183
8 Jun - 9 Jun
includes taxes & fees
8.8/10 Excellent! (2,426 reviews)
"The Courtyard by Marriott Portland City Center is conveniently located nearby many bus and streetcar lines. The staff are friendly and efficient, and the room and amenities are in keeping with a hotel in this tier."

Reviewed on 22 May, 2026

Courtyard by Marriott Portland City Center
See all 2,861 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.

Frequently asked questions

How much does a Hillsdale holiday package cost?
Handcraft your Hillsdale holiday package from an affordable . 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 holiday 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 holiday?
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 holiday plans, you'll find a package that's right for you.
Can I choose my airline with a Hillsdale Expedia holiday 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 holiday.
If I'm not able to travel, can I cancel my Hillsdale holiday package?
Don't stress if you're rethinking your Hillsdale holiday 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.

Popular places to visit

Oregon Zoo

Oregon Zoo

4.5/5(2 reviews)

View native creatures and endangered species during every month of the year at one of the oldest zoos in the United States.

Oregon Zoo
PSU Plaza in Downtown Portland, OR

Portland State University

4/5(1 review)

Walk around the campus at Portland State University during your stay in Portland. Discover the acclaimed art galleries in this vibrant area or seek out the cycling trails.

Portland State University
Tom McCall Waterfront Park

Tom McCall Waterfront Park

4/5(9 reviews)

Whether you want to relax and soak up some beauty or enjoy one of Portland's many festivals, spare at least one afternoon to enjoy this wonderful waterfront park.

Tom McCall Waterfront Park

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

S$108
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

S$112
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Columbia River Gorge Waterfalls Tour from Portland, OR

Columbia River Gorge Waterfalls Tour from Portland, OR

S$113
per adult
100% of travellers recommend
Columbia River Gorge Waterfalls Tour from Portland, OR
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.