Crestwood Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Crestwood

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

Top hotels in Crestwood

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 S$167 per night from 21 Jul to 22 Jul
S$167
21 Jul - 22 Jul
includes taxes & fees
8.6/10 Excellent! (1,841 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 16 Jul, 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
The price is S$169 per night from 22 Jul to 23 Jul
S$169
22 Jul - 23 Jul
includes taxes & fees
9.2/10 Wonderful! (2,610 reviews)
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Reviewed on 17 Jul, 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
The price is S$144 per night from 22 Jul to 23 Jul
S$144
22 Jul - 23 Jul
includes taxes & fees
7.6/10 Good! (2,458 reviews)
"Customer service was grreat."

Reviewed on 17 Jul, 2025

Red Lion Hotel Portland Airport
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.

Frequently asked questions

How much does a Crestwood holiday package cost?
Starting from a low , a holiday 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 holiday.
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 holiday?
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 holiday package?
With a holiday 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 holiday package?
Plans can change unexpectedly, so yes. You may be able to amend or cancel your Crestwood holiday 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.