Pleasant Valley Vacations from $278

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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.
Kimpton Hotel Vintage Portland by IHG

Kimpton Hotel Vintage Portland by IHG

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $472, price is now $278 per person
$278
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
9/10 Wonderful! (1,000 reviews)
The place was very understaffed, but all the staff was very excellent. They always accommodated any requests I made and overall it was a very nice stay worth the price.

Reviewed on Aug 15, 2025

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
Save 100% on your flight
Price was $673, price is now $385 per person
$385
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,667 reviews)
Great location. Good value. Clean and comfortable room. I have stayed here every time I come to Portland. Enough said.

Reviewed on Aug 25, 2025

Two Capes Lookout

Two Capes Lookout

2 out of 5
Save 100% on your flight
Price was $627, price is now $383 per person
$383
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
9.8/10 Exceptional! (55 reviews)
The views were amazing! Also, Zack was so welcoming and made us feel comfortable.

Reviewed on Aug 20, 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 $773, price is now $478 per person
$478
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
9/10 Wonderful! (1,000 reviews)
Beautiful hotel, friendly staff. Unfortunately area around hotel has a lot of homeless people shouting and it felt a bit unsafe after dark.

Reviewed on Aug 17, 2025

Hotel Lucia

Hotel Lucia

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $542, price is now $337 per person
$337
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,219 reviews)
Older hotel, renovated in very hip style. Seems to appeal to a younger crowd.

Reviewed on Aug 20, 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

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

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street, Portland, OR
$119 nightly
The price is $138 total per night from Sep 2 to Sep 3
$138 total
Sep 2 - Sep 3
Total with taxes and fees
8.2/10 Very Good! (1,013 reviews)
"We enjoyed our stay and went to a concert."

Reviewed on Aug 25, 2025

DoubleTree by Hilton Hotel Portland
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
$119 nightly
The price is $138 total per night from Sep 2 to Sep 3
$138 total
Sep 2 - Sep 3
Total with taxes and fees
8.6/10 Excellent! (1,951 reviews)
"No issues with the hotel. Unfortunately Downtown Portland is filled with homeless people and drug use."

Reviewed on Aug 23, 2025

Courtyard by Marriott Portland City Center
The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $121 total per night from Sep 22 to Sep 23
$121 total
Sep 22 - Sep 23
Total with taxes and fees
9.2/10 Wonderful! (2,730 reviews)
"a nice hotel, friendly staff, a lot of homeless people nearby, difficult to find day parking"

Reviewed on Aug 25, 2025

The Paramount Hotel
See all 2,645 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Pleasant Valley

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
Oregon Convention Center

Oregon Convention Center

During your trip, find out what's happening at Oregon Convention Center, a top convention center in 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

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 Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

$7
per adult
Downtown Golden Adventure Quest Experience in Portland
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.