Five Oaks Vacation Packages

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Top Holiday Package Deals in Five Oaks

Price found within the past 48 hours. Click for updated prices.
Terimore Bayfront Inn

Terimore Bayfront Inn

2 out of 5
Price was CA $1,038, price is now CA $784 per person
CA $784
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
7.4/10 Good! (976 reviews)
Enjoyed our stay. Great location, short walk behind the property to the beach. Very peaceful neighborhood. Wished there were some throw blankets in the suite. Also what I reserved through Expedia was not what the inn had. Reserved the cabin, but in their end it was the loft.,although I showed the reservation confirming as cabin, the staff said unfortunately Expedia reservations have been having similar issues and would not check us into then cabin. But overall the loft was pretty nice with great view (but it does have narrow Stephanie the loft where the bed is.

Reviewed on May 10, 2026

Hi-Tide Oceanfront Inn

Hi-Tide Oceanfront Inn

2 out of 5
Price was CA $1,889, price is now CA $1,376 per person
CA $1,376
per person
Jul 23 - Jul 30
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9/10 Wonderful! (1,754 reviews)
The staff was friendly

Reviewed on May 16, 2026

The Tillamook Inn

The Tillamook Inn

2 out of 5
Price was CA $1,184, price is now CA $885 per person
CA $885
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8/10 Very Good! (1,132 reviews)
Clean, comfortable, spacious room. There is a food mart / gas station on the property which is very convenient. Quiet, nice place. We would stay here again.

Reviewed on May 16, 2026

The Sand & Sea Condos - Oceanfront

The Sand & Sea Condos - Oceanfront

4 out of 5
Price was CA $5,416, price is now CA $4,124 per person
CA $4,124
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9/10 Wonderful! (17 reviews)
Beautiful condo, views were amazing, and easy access to the boardwalk.

Reviewed on May 14, 2026

Inn at Haystack Rock

Inn at Haystack Rock

2.5 out of 5
Downtown Cannon Beach
Price was CA $1,833, price is now CA $1,401 per person
CA $1,401
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.6/10 Excellent! (1,010 reviews)
Room wa conveniently located to downtown ara. Very walkable. Loved the decor.

Reviewed on May 17, 2026

Where to stay in Five Oaks

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

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.

Find hotels in Downtown Portland

Five Oaks Hotel Deals

Homewood Suites by Hilton Hillsboro/Beaverton

Homewood Suites by Hilton Hillsboro/Beaverton

3 out of 5
15525 Nw Gateway Ct Beaverton OR
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jun 11 to Jun 12
CA $168
CA $194 total
Jun 11 - Jun 12
includes taxes & fees
9/10 Wonderful! (940 reviews)
The property was in great condition. The rooms and beds were comfortable. The lobby and outdoor spaces are quote nice for this tier of hotel. No issues with our stay. We didn't eat the breakfast so no review there.

Reviewed on May 17, 2026

Homewood Suites by Hilton Hillsboro/Beaverton
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 CA $134 per night from May 25 to May 26
CA $134
CA $156 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (3,383 reviews)
Has become my go to place lately. Good location. Nice bars on premises. Price is good

Reviewed on May 17, 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 CA $151 per night from May 31 to Jun 1
CA $151
CA $175 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (1,968 reviews)
Friendly staff, nice room, close to the Moda center

Reviewed on May 17, 2026

Hotel Eastlund, BW Premier Collection
See all 2,844 properties in Five Oaks
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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Five Oaks vacation package cost?
Customize your Five Oaks package from just CA $784. Pick from any combination of flights, hotels and rental cars to create the getaway of your dreams. Remember to add on a few activities!
How do I get a cheap travel package to Five Oaks?
Track down flights that suit your busy schedule, add a hotel to your booking and watch the savings rack up with a Five Oaks vacation package. It's as simple as that! From hotels and flights to rental cars and activities, Expedia is where your cheap vacation begins. And with more than 550 air carriers and 1,000,000 properties around the world to select from, you'll never be short of choice.
Where should I stay in Five Oaks?
A trip to Five Oaks wouldn't be complete without checking out Cedar Hills Crossing, Tualatin Hills Nature Park and Waterhouse Powerline Park. Spend your nights near these attractions and make sightseeing simple.
What are the top hotels in Five Oaks?
Reserve a room at Element Portland Beaverton. It's one of this area's most popular hotels. Another top-rated option in Five Oaks is AC by Marriott Portland Beaverton.
How far in advance should I book my Five Oaks vacation?
While not all airlines advertise tickets early, customers are usually able to compare international flights on Expedia up to a year in advance. This is when you can nab some incredible bargains. If you're booking last minute, there's a chance you could get lucky. Sometimes the cheapest prices appear a few weeks prior to departure.
What does an Expedia Five Oaks travel package include?
It comes down to what you're looking for. If you're traveling solo, you might decide to combine flights and hotels. Bringing the whole family to Five Oaks? A travel package including hotels, rental cars and flights might be a better fit. Expedia gives you the flexibility and freedom to customize your travel package.
What should I know before booking a Five Oaks travel package?
When you book your hotels, flights and car rentals together, you'll walk away with fantastic discounts. Whether you're planning a beach escape in a villa or prefer to stay in a ritzy city hotel, Expedia will make it happen for less.
Can I choose my airline with a Five Oaks Expedia vacation package?
With a vacation package, you're always in charge. Whether you're looking to fly to Five Oaks in first class or coach, simply choose from the available airline options. Expedia has access to more than 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Five Oaks vacation package?
Yes, it's possible to cancel your Five Oaks booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

Discover the most popular places to visit in Five Oaks

Moda Center

Moda Center

4.5/5(132 reviews)

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
Oregon Zoo

Oregon Zoo

4/5(56 reviews)

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

Oregon Zoo
Tom McCall Waterfront Park

Tom McCall Waterfront Park

4/5(94 reviews)

Cool off in the fountain, walk or bike the paths, or take in a festival at the Tom McCall Waterfront Park.

Tom McCall Waterfront Park

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $116
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

CA $120
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

CA $176
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.