Crestwood Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Crestwood

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

Two people sitting on a blanket by a marina with boats docked in the background.

Downtown Portland

2 out of top 10 points of interest in this area

Known for its stunning river views and popular shops, there's plenty to explore in Downtown Portland. Check out top attractions like Portlandia and Portland City Hall, and jump on the metro at City Hall-SW 5th and Jefferson Street Station or SW 6th-Madison Street Station to see more of the city.

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

Northeast Portland

1 out of top 10 points of interest in this area

While you're in Northeast Portland, take in top sights like Moda Center or The Grotto, and hop on the metro to see more of the city at Parkrose-Sumner Transit Center or NE 82nd Avenue Station.

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

You might take some time to check out the abundant dining options in Pearl District. Spend some time visiting top spots like Powell's City of Books, and catch the metro at NW 10th & Johnson Stop or NW 11th & Johnson Stop to see more of the area.

A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

Southwest Portland

3 out of top 10 points of interest in this area

Southwest Portland is highly notable for its stunning river views, and you might want to visit top sights like Oregon Zoo and Sellwood Bridge. See more of Portland by jumping on the metro at Bancroft St Stop or S Lowell & Bond Stop.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

Southeast Portland

Travellers choose Southeast Portland for its ample dining options. Hop aboard the metro at SE Powell Boulevard Station or SE Holgate Boulevard Station and check out top sights like Mall 205.

Top hotels in Crestwood

The Paramount Hotel

808 SW Taylor St Portland OR

Fully refundableReserve now, pay when you stay

2.644.340 ₫

3.081.978 ₫ total

8 Sept - 9 Sept

includes taxes & fees

9.2/10 Wonderful! (3,623 reviews)

"Place really needs a makeover. Staff was indifferent and not helpful. No coffee in the room-had to go to the lobby."

Reviewed on 18 Aug 2026

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR

Fully refundableReserve now, pay when you stay

2.447.078 ₫

3.141.986 ₫ total

24 Aug - 25 Aug

includes taxes & fees

9/10 Wonderful! (1,686 reviews)

"It's really nice to have a secure parking area, especially due to the location."

Reviewed on 18 Aug 2026

Hyatt Regency Portland at the Oregon Convention Center

375 NE Holladay St Portland OR

Fully refundableReserve now, pay when you stay

3.311.138 ₫

4.599.096 ₫ total

23 Aug - 24 Aug

includes taxes & fees

9.4/10 Exceptional! (1,773 reviews)

"located downtown close to everything which was nice. We Hated, absolutely hated the pillows!! Pillows were so thin it felt like sleeping without one at all, we didn’t sleep well because of it."

Reviewed on 17 Aug 2026

See all 2,924 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.

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 1null000null000 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.