Crestwood Vacations from $326

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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.
Skamania Lodge

Skamania Lodge

3.5 out of 5
Save 100% on your flight
per person
Sep 20 - Sep 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
8.8/10 Excellent! (1,010 reviews)
Great place to stay didn’t expect such beautiful views

Reviewed on Jul 14, 2025

OYO Waves Hotel Newport OR - NYE Beach

OYO Waves Hotel Newport OR - NYE Beach

2.5 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 27
found 19 hours ago
Roundtrip flight included
Las Vegas (LAS) to Portland (PDX)
7.6/10 Good! (1,613 reviews)
No luggage carts available, No extra blankets, bath towels were tiny and thin, no place to sit aside from 2 hard chairs and the bed, bathtub in room 338 was in deplorable condition. Grounds were unsightly and no outdoor seating

Reviewed on Jul 17, 2025

Coast River Inn by OYO Seaside

Coast River Inn by OYO Seaside

2 out of 5
Save 100% on your flight
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
8.4/10 Very Good! (1,003 reviews)
decent place= fit our needs

Reviewed on Jul 15, 2025

City Centre Motel by OYO

City Centre Motel by OYO

2 out of 5
Save 100% on your flight
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
7/10 Good! (1,000 reviews)
They were very accommodating and sweet. So helpful with everything we needed.

Reviewed on Jul 17, 2025

Newport Inn By OYO - Hwy 101

Newport Inn By OYO - Hwy 101

2.5 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 27
found 19 hours ago
Roundtrip flight included
Las Vegas (LAS) to Portland (PDX)
6.2/10 (842 reviews)
Friendly and courteous

Reviewed on Jun 22, 2025

Where to stay in Crestwood

Find the best Crestwood areas and neighborhoods for the activities you enjoy most. Learn more about Crestwood
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

Crestwood Hotel Deals

Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $138 total per night from Aug 3 to Aug 4
$138 total
Aug 3 - Aug 4
Total includes taxes and fees
8.6/10 Excellent! (1,837 reviews)
"Hotel was nice and clean. Vallet was excellent, staff was friendly. The block the hotel was on felt very safe, but 3 blocks away there were a lot of homeless people camped on sidewalks and felt not very safe at night."

Reviewed on Jul 16, 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
$117 nightly
The price is $135 total per night from Jul 20 to Jul 21
$135 total
Jul 20 - Jul 21
Total includes taxes and fees
9.2/10 Wonderful! (2,606 reviews)
"A special shout out to Eric at the front desk for sorting out our check in and being understanding with us. The room was massive and VERY comfortable. Valet staff were amazing. Great central location with plenty of dining options within easy walking distance."

Reviewed on Jul 14, 2025

The Paramount Hotel
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

3 out of 5
7101 NE 82nd Ave, Portland, OR
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $106 total per night from Jul 22 to Jul 23
$106 total
Jul 22 - Jul 23
Total includes taxes and fees
7.6/10 Good! (2,456 reviews)
Solid option for an early PDX flight
"Very fair price for a comfortable stay within walking/biking distance to PDX airport (they have an airport shuttle as well). Quiet room removed from traffic. Staff were nice and checkin smooth. Would recommend if you have an early flight."

Reviewed on Jul 15, 2025

Red Lion Hotel Portland Airport
See all 2,807 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.

Discover the most popular places to visit in Crestwood

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)

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

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

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
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
See all activities in Portland