Crestwood Vacation Packages

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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.

Top Holiday Package Deals in Crestwood

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
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9/10 Wonderful! (1,006 reviews)
We found this hotel to be wonderful. Great location in Portland. The check-in was easy with nice staff. The lobby is spacious but yet cozy with a nice wine / food bar. Our room was a corner room with city view and was exactly was we were looking for. Plus the pillows were perfecr. Highly recommend it.

Reviewed on Jul. 21, 2025

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,540 reviews)
Clean specious room but no coffee in room.

Reviewed on Jul. 25, 2025

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.8/10 Excellent! (1,001 reviews)
Love the location and the service is great.

Reviewed on Jul. 7, 2025

Hyatt Centric Downtown Portland

Hyatt Centric Downtown Portland

4 out of 5
Downtown Portland
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9/10 Wonderful! (1,028 reviews)
Modern, clean room, quality bed. Great attention to detail with room amenities. Helpful and friendly staff. Will stay here again, a great value and location.

Reviewed on Jul. 24, 2025

Hotel Lucia

Hotel Lucia

4 out of 5
Downtown Portland
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,192 reviews)
Clean, modern, friendly hotel

Reviewed on Jul. 20, 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 which includes boating, a bay or harbour and picnicking

Downtown Portland

4.5/5(545 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 refundable
The price is CA $152 per night from Jul 27 to Jul 28
CA $152
CA $178 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (1,870 reviews)
"Our stay was fine. When I asked about parking I was told the valet was $48. I asked about the other options. The person at the check in desk informed my the other options were all park at your own risk but the USBank building he would recommend do we parked there overnight. Got to the car in the ..."

Reviewed on Jul. 25, 2025

Courtyard by Marriott Portland City Center
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
The price is CA $112 per night from Jul 30 to Jul 31
CA $112
CA $130 total
Jul 30 - Jul 31
includes taxes & fees
7.6/10 Good! (2,469 reviews)
"This is an older hotel that was remodeled at some point. It is showing its age again, but, it was convenient to the Airport, a lower price point, and it was clean. If you are planning to fly out of the Portland airport, or flying in, and just need a bed to sleep in for the night - this is a great ..."

Reviewed on Jul. 22, 2025

Red Lion Hotel Portland Airport
The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Jul 27 to Jul 28
CA $154
CA $179 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (2,641 reviews)
"We didn’t walk about too much, but close to everything . We did tripds to Cannon Beach and shopping centres so great to have a parking option. The in house bars great !!! - so recommend and staff are great not pusshie"

Reviewed on Jul. 25, 2025

The Paramount Hotel
See all 2,804 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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Frequently asked questions

How much does a Crestwood vacation package cost?
Starting from a low CA $483, a vacation package is your gateway to affordable travel. Customize your Crestwood trip by selecting from our comprehensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Crestwood?
One of the simplest ways to save money (and time) is to combine your bookings with Expedia. Hotels, flights, activities and rental cars — we've got them all covered. Choose a combination that suits you and watch your savings grow. We know a travel package is never a one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 hotels across the globe, which lets you customize your Crestwood vacation.
Where should I stay in Crestwood?
A journey to Crestwood isn't over until you've seen Oregon Zoo and Portland State University. Reserve a room as close as possible for easy access to these fantastic sights.
How far in advance should I book my Crestwood vacation?
To land cheap prices, book as early as you can. Airlines generally release tickets, along with some of the lowest fares, nearly a year in advance. Hotels, car rental and activities should also be booked well in advance to avoid disappointment. If you've decided on a last-minute getaway to Crestwood, there are always lots of great bargains to be had on Expedia. Book something in today!
What does an Expedia Crestwood travel package include?
Choose from any combination of rental cars, hotels and flights. Once you've made your booking, you can also add on tours and activities. Want to pick your fare class? That's easy to do too. The choice is yours when it comes to putting together your dream Crestwood getaway.
What should I know before booking a Crestwood travel package?
Get ready to save with an Expedia travel package. Bundle your flights, rental cars and hotels and unlock fantastic discounts. Hotels aren't your only option, though. Book with us and select from beach villas, cabins in the mountains and even castles and houseboats!
Can I choose my airline with a Crestwood Expedia vacation package?
With a vacation package, you're in control. Whether you're hoping to fly to Crestwood in economy or business class, simply pick from the available airline options. Expedia has access to over 550 airline partners all over the world.
If I'm not able to travel, can I cancel my Crestwood vacation package?
Plans can change unexpectedly, so yes. You may be able to amend or cancel your Crestwood vacation package for free if you've booked in the last 24 hours. For older bookings, you can still make the necessary changes, but your car rental company, hotel or airline may charge additional fees. Want more information? Have a look at our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

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
Oregon Zoo showing landscape views and zoo animals 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
Powell's City of Books

Powell's City of Books

Perfect for a rainy-day visit, this famous bookstore is a wonderful spot to visit any day. Browse for hours amid its 1 million books.

Powell's City of Books

Things to do

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

CA $119
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

CA $116
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
We'll take you to sites on both sides of the river on this City of Portland guided shuttle tour

Portland City Tour: Views and News (Our Best Selling Tour!)

CA $94
per adult
100% of travellers recommend
Portland City Tour: Views and News (Our Best Selling 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.