Pleasant Valley Vacation Packages

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Your Pleasant Valley Vacation

Lock in a Pleasant Valley vacation package that includes everything you need without any unnecessary extras. Good for shopping, nightlife and bars and pubs, consider basing yourself in the neighborhood of Mississippi District. Fill up your itinerary with visits to Clackamas Town Center, Mt Hood Community College - Gresham Campus and Mall 205, some of the top attractions you really should see during your trip to Pleasant Valley. Stop dreaming and start adventuring. Browse the wide range of options on Expedia today and finally put your Pleasant Valley vacation plans in motion!

Top Holiday Package Deals in Pleasant Valley

Price found within the past 48 hours. Click for updated prices.
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was CA $1,026, price is now CA $725 per person
CA $725
per person
Jun 4 - Jun 8
found 4 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (1,001 reviews)
Loved this hotel. It was one of my favorite hotels that I have stayed in. The staff was amazing and so knowledgeable about the hotel and the area.

Reviewed on Apr 7, 2026

Kimpton Riverplace Hotel by IHG

Kimpton Riverplace Hotel by IHG

4.5 out of 5
Downtown Portland
Price was CA $1,384, price is now CA $1,001 per person
CA $1,001
per person
Jun 24 - Jun 29
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (1,003 reviews)
Great location, close to a nice waterfront walk. Valet parking was very nice. Enjoyed our breakfast at the onsite restaurant.

Reviewed on Apr 17, 2026

Kimpton Hotel Vintage Portland by IHG

Kimpton Hotel Vintage Portland by IHG

4.5 out of 5
Downtown Portland
Price was CA $1,594, price is now CA $1,183 per person
CA $1,183
per person
Jun 24 - Jun 29
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9/10 Wonderful! (1,001 reviews)
I love that the rooms all vary so its a different experience each time. The in-room yoga mat and bathrobes are a nice touch. The giant spa tub stayed hot for a Loooong time and quickly filled. The gym is basic but clean and gets the job done. Cant wait to return

Reviewed on Mar 22, 2026

WorldMark Portland - Waterfront Park

WorldMark Portland - Waterfront Park

2.5 out of 5
Downtown Portland
Price was CA $1,146, price is now CA $894 per person
CA $894
per person
Jun 1 - Jun 5
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8.8/10 Excellent! (62 reviews)
Great location a block from a train stop. Very friendly and helpful staff.

Reviewed on Apr 4, 2026

AC Hotel by Marriott Portland Downtown, OR

AC Hotel by Marriott Portland Downtown, OR

3.5 out of 5
Downtown Portland
Price was CA $991, price is now CA $783 per person
CA $783
per person
Jun 1 - Jun 5
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9/10 Wonderful! (1,008 reviews)
Clean rooms, updated rooms, convenient location, walkable to shopping and theater. Valet parking is a bit much $50?) Parking garage across the street offers great rates over the weekend. Plenty of street parking but we chose to park it in the garage, just in case. Great end to our spring break!

Reviewed on Apr 13, 2026

Where to stay in Pleasant Valley

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

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(557 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

Pleasant Valley 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
The price is CA $141 per night from Apr 20 to Apr 21
CA $141
CA $164 total
Apr 20 - Apr 21
includes taxes & fees
9.2/10 Wonderful! (3,310 reviews)
They don’t offer a breakfast bar. The coffee is the hotel lobby now, which is fine with us. We always pick the Paramount hotel.

Reviewed on Apr 17, 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
The price is CA $119 per night from Apr 27 to Apr 28
CA $119
CA $138 total
Apr 27 - Apr 28
includes taxes & fees
8.8/10 Excellent! (1,721 reviews)
Staff is very friendly, residential area close to shops ans restaurant. Mae at the front desk is exceptional!

Reviewed on Apr 16, 2026

Park Lane Suites and Inn
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Apr 19 to Apr 20
CA $218
CA $253 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Hotel was great, perfect lounge with a happy hour to grab a drink and hang out while on your laptop, central enough in downtown to walk to many a place and grab a bite, clean room, polite staff

Reviewed on Apr 17, 2026

The Duniway Portland A Hilton Hotel
See all 2,794 properties in Pleasant Valley
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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Frequently asked questions

How much does a Pleasant Valley vacation package cost?
Be ready to book, because a trip to Pleasant Valley starts from an affordable CA $725. When you combine your flights, hotels and more into a vacation package, you'll land the biggest bargains.
How do I get a cheap travel package to Pleasant Valley?
It's easy. Just bundle everything together. Hotels, rental cars and flights — combine whatever you need into a Pleasant Valley vacation package and save. Score even bigger bargains when you include extras such as day tours to your booking. But that's not the only good part. You have the freedom to put together your trip your own way. We offer more than 550 air carriers and 1,000,000 properties across the world, so that everyone has a chance to travel and live out those vacation fantasies.
Where should I stay in Pleasant Valley?
Most visitors to Pleasant Valley include Oregon Zoo and Portland State University on their to-do lists. Why not consider a hotel as close as possible to these great attractions?
What are the top hotels in Pleasant Valley?
When it comes to welcoming places to stay in Pleasant Valley, you can't beat Huge Luxury Home With Huge Deck Near Powell Butte Park. Check out our offers and score a bargain.
How far in advance should I book my Pleasant Valley vacation?
While not all air carriers advertise tickets early, customers are usually able to look up international airfares on Expedia up to 12 months in advance. This is when you'll nab some fantastic deals. If you've left everything to the last minute, you might get lucky. Discounted prices occasionally emerge only weeks prior to departure.
What does an Expedia Pleasant Valley travel package include?
Rental cars, flights and hotels — we have them covered. With Expedia, you can shape your Pleasant Valley package just how you like it. All you have to do is work out just what you need. Once you've made your booking, you can add on fun things like tours and activities. The more you bundle, the bigger the savings!
What should I know before booking a Pleasant Valley travel package?
You can save a tidy sum by combining your airfares, hotels and rental cars. Once you've made your booking, you can add on things like tours and activities. Your next unforgettable vacation is only a couple of clicks away.
Can I choose my airline with a Pleasant Valley Expedia vacation package?
Most definitely. We offer more than 550 airlines throughout the world, so you can customize your Pleasant Valley escape according to your budget and needs.
If I'm not able to travel, can I cancel my Pleasant Valley vacation package?
You sure can, and we'll help you every step of the way. You may be able to cancel or amend your Pleasant Valley vacation package for free within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances unexpectedly change, take a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Pleasant Valley

Oregon Zoo

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
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
Tom McCall Waterfront Park

Tom McCall Waterfront Park

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

Full-Day Guided Oregon Coast Tour from Portland

Full-Day Guided Oregon Coast Tour from Portland

CA $190
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

CA $144
per adult
92% of travellers recommend
Portland: Brunch Cruise on Willamette River
All-Inclusive Downtown Portland Food Tour

All-Inclusive Downtown Portland Food Tour

CA $147
per adult
100% of travellers recommend
All-Inclusive Downtown Portland Food Tour
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.