Crestwood Vacations from $257

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Your Crestwood Vacation

Lock in a Crestwood vacation package and prepare to experience the highlights of this city. Consider staying in the neighborhood of Overlook, which is good for cycling, bars and pubs and dining. Make your trip to Crestwood even more fun and exciting by including some sightseeing. Oregon Zoo, Portland State University and Portland Japanese Garden are some of the most popular attractions you'll want to explore. Whoever you're going away with and whatever your bank balance, your dream Crestwood vacation is just clicks away with Expedia.

The Latest Crestwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Washington Plaza Apartments

Washington Plaza Apartments

3 out of 5
Downtown Portland
Price was $360, price is now $257 per person
$257
per person
May 1 - May 4
found 21 hours ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
8.2/10 Very Good! (356 reviews)
Clean room. Courteous staff

Reviewed on Feb 9, 2026

Two Capes Lookout

Two Capes Lookout

2 out of 5
Save 100% on your flight
Price was $737, price is now $524 per person
$524
per person
Apr 24 - Apr 27
found 15 hours ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
9.8/10 Exceptional! (85 reviews)
Our overall experience was incredible. Upon arrival, the staff was very welcoming, informative, and helpful. Our room was perfect. The view of the ocean was beautiful, the bed was the coziest bed I’ve ever slept in, and the little details throughout were so thoughtful. I wish we could have stayed there longer and we will absolutely be making a trip back as soon as possible.

Reviewed on Dec 29, 2025

Cambria Hotel Portland - Pearl District

Cambria Hotel Portland - Pearl District

3 out of 5
Pearl District
Price was $393, price is now $294 per person
$294
per person
May 1 - May 4
found 21 hours ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9.8/10 Exceptional! (147 reviews)
The room was very clean and quiet. The staff had excellent customer service skills.

Reviewed on Feb 18, 2026

AC Hotel by Marriott Portland Downtown, OR

AC Hotel by Marriott Portland Downtown, OR

3.5 out of 5
Downtown Portland
Price was $424, price is now $317 per person
$317
per person
May 1 - May 4
found 21 hours ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9/10 Wonderful! (1,001 reviews)
The staff is very friendly!

Reviewed on Feb 16, 2026

SCP Depoe Bay

SCP Depoe Bay

3 out of 5
Price was $526, price is now $394 per person
$394
per person
Apr 24 - Apr 27
found 15 hours ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
9.2/10 Wonderful! (574 reviews)
Wonderful time and hotel. We will be back.

Reviewed on Feb 2, 2026

Where to stay in Crestwood

Find the best Crestwood areas and neighborhoods for the activities you enjoy most. Learn more about Crestwood
Relaxing afternoon by the waterfront in downtown Portland with views of boats and the city skyline

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

Crestwood Hotel Deals

Park Lane Suites and Inn

Park Lane Suites and Inn

2.5 out of 5
809 SW King Avenue Portland OR
Fully refundable
$89 nightly
The price is $104 total per night from Feb 26 to Feb 27
$104 total
Feb 26 - Feb 27
Total with taxes and fees
8.6/10 Excellent! (1,627 reviews)
The room we were assigned was fairly obviously converted from an apartment complex. It had all the amenities one would customarily expect from a condo rental. It was great.

Reviewed on Feb 13, 2026

Park Lane Suites and Inn
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 Mar 8 to Mar 9
$110 total
Mar 8 - Mar 9
Total with taxes and fees
9.2/10 Wonderful! (3,204 reviews)
Great front desk, well appointed room, good restaurant

Reviewed on Feb 16, 2026

The Paramount Hotel
Radisson Hotel Portland Airport

Radisson Hotel Portland Airport

3.5 out of 5
6233 NE 78th Court Portland OR
Fully refundable
$101 nightly
The price is $117 total per night from Feb 26 to Feb 27
$117 total
Feb 26 - Feb 27
Total with taxes and fees
8.8/10 Excellent! (2,985 reviews)
Friendly staff. Clean room.

Reviewed on Feb 14, 2026

Radisson Hotel Portland Airport
See all 2,934 properties in Crestwood
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 Crestwood

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
Aerial View of Portland Cityscape with Solar Panels and Highway

Oregon Convention Center

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
Visitors enjoy a sunny day at Oregon Zoo in Portland with family and friends exploring the lush surroundings

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: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

$87
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

$127
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.