Pleasant Valley Vacations from $316

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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!

The Latest Pleasant Valley Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Salishan Coastal Lodge

Salishan Coastal Lodge

4 out of 5
Price was $439, price is now $316 per person
$316
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Portland (PDX)
8.8/10 Excellent! (1,000 reviews)
Front desk was very kind!

Reviewed on Nov 27, 2025

Two Capes Lookout

Two Capes Lookout

2 out of 5
Save 100% on your flight
Price was $917, price is now $605 per person
$605
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
9.8/10 Exceptional! (85 reviews)
Extra Blankets that were provided were a life saver! Had a great stay while celebrating a birthday and our Honeymoon. 10/10 would love to come back.

Reviewed on Nov 22, 2025

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Save 100% on your flight
Price was $645, price is now $447 per person
$447
per person
Feb 18 - Feb 22
found 8 hours ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9/10 Wonderful! (1,002 reviews)
Amazing hotel with restaurants clean and quiet treated like royalty! Safe and beautiful amenities and decor

Reviewed on Nov 5, 2025

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
Price was $577, price is now $413 per person
$413
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Portland (PDX)
8.8/10 Excellent! (1,005 reviews)
Beautiful hotel. Staff was nice. No breakfast bar to speaf of, just coffee.

Reviewed on Oct 25, 2025

Homewood Suites by Hilton Hillsboro/Beaverton

Homewood Suites by Hilton Hillsboro/Beaverton

3 out of 5
Five Oaks
Price was $498, price is now $369 per person
$369
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Portland (PDX)
9/10 Wonderful! (906 reviews)
Everything was clean and accessible. Nothing to add

Reviewed on Nov 24, 2025

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 - South Waterfront showing picnicing, boating and a bay or harbor

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(4,488 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
$95 nightly
The price is $110 total per night from Dec 21 to Dec 22
$110 total
Dec 21 - Dec 22
Total with taxes and fees
9.2/10 Wonderful! (3,041 reviews)
Great property

Reviewed on Dec 5, 2025

The Paramount Hotel
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $128 total per night from Dec 12 to Dec 13
$128 total
Dec 12 - Dec 13
Total with taxes and fees
8.2/10 Very Good! (1,014 reviews)
Staff and service location safety

Reviewed on Dec 3, 2025

DoubleTree by Hilton Hotel Portland
Embassy Suites by Hilton Portland Airport

Embassy Suites by Hilton Portland Airport

3.5 out of 5
7900 Ne 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $129 total per night from Dec 12 to Dec 13
$129 total
Dec 12 - Dec 13
Total with taxes and fees
9/10 Wonderful! (2,088 reviews)
Room was spotless.

Reviewed on Dec 2, 2025

Embassy Suites by Hilton Portland Airport
See all 2,753 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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Discover the most popular places to visit in Pleasant Valley

Moda Center

Moda Center

4.5/5(1,165 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 Convention Center

Oregon Convention Center

4.5/5(569 reviews)

Learn about the events happening at Oregon Convention Center during your trip to Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Oregon Convention Center
Oregon Zoo featuring zoo animals and landscape views as well as a large group of people

Oregon Zoo

4.5/5(610 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

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

$85
per traveler
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 on the Willamette River

$87
per adult
98% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Willamette River 2.5-hour Dinner Cruise

$127
per adult
96% of travellers recommend
Portland: Willamette River 2.5-hour Dinner Cruise
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.