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 Hotel Zags Portland

The Hotel Zags Portland

Downtown Portland
CA $852
per person
Sep 13 - Sep 19
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8.6/10 Excellent! (1,174 reviews)
Not ce staff

Reviewed on Aug 10, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $1,161
per person
Sep 13 - Sep 19
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (1,007 reviews)
Just a great home base for visiting Portland

Reviewed on Aug 9, 2026

Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
CA $964
per person
Sep 13 - Sep 19
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (2,348 reviews)
Hotel deLuxe

Hotel deLuxe

Downtown Portland
CA $853
per person
Sep 13 - Sep 19
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8.6/10 Excellent! (1,077 reviews)
Heathman Hotel

Heathman Hotel

Downtown Portland
CA $962
per person
Sep 13 - Sep 19
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (1,022 reviews)
This place is good. The pics online made it appear much nicer. The rooms are small. There’s a huge sitting area but the vibe is sort of boring. Low energy. The widows are filthy, but I’m sure it’s hard to keep them clean. We were supposed to receive a free bottle of wine but when we checked it the attendant didn’t say anything about so I had to ask the next day. Really nice fitness center!

Reviewed on Aug 10, 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
Two people sitting on a blanket by a marina with boats docked in the background.

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.

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

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.

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

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.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

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!

A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

Southwest Portland

3 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.

Pleasant Valley Hotel Deals

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $152
CA $177 total
Aug 23 - Aug 24
includes taxes & fees
The Paramount Hotel
Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
CA $130
CA $168 total
Aug 12 - Aug 13
includes taxes & fees
9/10 Wonderful! (1,663 reviews)
"Our room was clean, the staff were great, breakfast was yummy. The pool was cold and the hot tub was just warm. We had a lovely time"

Reviewed on Aug 10, 2026

Oxford Suites Portland - Jantzen Beach
Hyatt Regency Portland at the Oregon Convention Center

Hyatt Regency Portland at the Oregon Convention Center

375 NE Holladay St Portland OR
Fully refundableReserve now, pay when you stay
CA $177
CA $245 total
Aug 23 - Aug 24
includes taxes & fees
Hyatt Regency Portland at the Oregon Convention Center
See all 2,772 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.

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 $852. 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.

Stay near popular Pleasant Valley attractions

Leach Botanical Garden

Enjoy the beautiful waterfalls and explore Leach Botanical Garden, a lovely green space in Portland. Wander the riverfront and picturesque gardens in the area.
See properties

Lakeside Gardens

Explore the lovely green spaces of Lakeside Gardens and also enjoy the biking trails in Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $114
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 $124
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Mount Hood & Multnomah Falls Tour

Full-Day Mount Hood & Multnomah Falls Tour

CA $188
per traveller
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls 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.