Crestwood Vacations from ￥228,582
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The Latest Crestwood Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Mark Spencer Hotel
Downtown Portland
￥296,124
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Portland (PDX)
9.2/10 Wonderful! (2,382 reviews)
The BEST hotel in Portland. Check-in to check-out perfect. 12/10. The rooms couldn’t be more perfect. Coming back asap before you start charging $500/night haha. Best neighborhood. All the staff is exceptional from housekeeping to front desk to the amazing human out front…concierge outside? John? What a great person. We’re in love. Be back soon.
Reviewed on Aug 21, 2026
Sentinel Hotel
Downtown Portland
￥241,441
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Portland (PDX)
8.8/10 Excellent! (1,001 reviews)
This was my favorite hotel that I have ever stayed in!! It’s absolutely beautiful, and the staff is incredibly kind and helpful!
Reviewed on Aug 20, 2026
Where to stay in Crestwood
Find the best Crestwood areas and neighborhoods for the activities you enjoy most. Learn more about Crestwood
Downtown Portland
2 out of top 10 points of interest in this area
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.
Northeast Portland
1 out of top 10 points of interest in this area
Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.
Pearl District
Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.
Southeast Portland
Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!
Southwest Portland
3 out of top 10 points of interest in this area
Downtown Portland boasts cultural, educational, and retail hotspots, with attractions like Tom McCall Waterfront Park, Portland Art Museum, and Pioneer Place mall. Enjoy pedestrian-friendly streets and unique residential areas in Southwest Portland.
Crestwood Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
￥16,004
￥18,652 total
Sep 8 - Sep 9
includes taxes & fees
Oxford Suites Portland - Jantzen Beach
12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
￥14,810
￥19,016 total
Aug 23 - Aug 24
includes taxes & fees
9/10 Wonderful! (1,699 reviews)
"I love the breakfast buffet and the area is peaceful. We stayed there for 4 days & 3 nights, and I’ve been eating exactly the same foods. Good thing, there were bacon served instead of the sausages. It would be nice if you serve different foods alternately or add more variety of selections. Thank ..."
Reviewed on Aug 21, 2026
Hyatt Regency Portland at the Oregon Convention Center
375 NE Holladay St Portland OR
Fully refundableReserve now, pay when you stay
￥20,132
￥27,963 total
Aug 30 - Aug 31
includes taxes & fees
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 vacation package cost?
Starting from a low ￥228,582, 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.
Things to do
Half-Day Multnomah Falls & Gorge Waterfalls Tour
￥12,889
per traveler
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
￥14,046
per adult
98% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
￥21,228
per traveler
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.