Winslow Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Andrew Meade

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Our guide on where to stay in Winslow

Find the best Winslow areas and neighborhoods for the activities you enjoy most. Learn more about Winslow
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Port Madison

2 out of top 10 points of interest in this area

If you're spending some time in Port Madison, Bloedel Reserve and Treasure Island are top sights worth seeing.

Find hotels in Port Madison

Our pick of the best Winslow Hotel Deals

Mayflower Park Hotel

Mayflower Park Hotel

4 out of 5
405 Olive Way Seattle WA
Fully refundableReserve now, pay when you stay
The price is NZ$278 per night from 24 Dec to 25 Dec
NZ$278
24 Dec - 25 Dec
includes taxes & fees
9.2/10 Wonderful! (2,407 reviews)
Room spotless, friendly staff, good food

Reviewed on 5 Dec 2025

Mayflower Park Hotel
Fairmont Olympic Hotel

Fairmont Olympic Hotel

5 out of 5
411 University St Seattle WA
Fully refundableReserve now, pay when you stay
The price is NZ$578 per night from 10 Dec to 11 Dec
NZ$578
10 Dec - 11 Dec
includes taxes & fees
9/10 Wonderful! (1,425 reviews)
Staff were awesome

Reviewed on 2 Dec 2025

Fairmont Olympic Hotel
citizenM Seattle Pioneer Square

citizenM Seattle Pioneer Square

4 out of 5
60 Yesler Way Seattle WA
Fully refundableReserve now, pay when you stay
The price is NZ$200 per night from 24 Dec to 25 Dec
NZ$200
24 Dec - 25 Dec
includes taxes & fees
9.2/10 Wonderful! (3,923 reviews)
Better than I expected. Place was clean. Staff were nice and helpful.

Reviewed on 7 Dec 2025

citizenM Seattle Pioneer Square
See all 5,168 properties in Winslow
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 Winslow holiday package cost?
Starting from an incredible , you can tailor make your Winslow package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Winslow?
One of the simplest ways to save money (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we've got them all. Select the combination that suits your style and see your savings pile up. Of course, a package deal is never a one-size-fits-all. That's why we offer over 550 airlines and 1 000 000 properties from all over the world, which lets you customize your Winslow holiday.
Where should I stay in Winslow?
You'll want to stay where the action is. Many people book hotels in the vicinity of popular sights, such as Bainbridge Island Historical Museum, Bainbridge Island Museum of Art and Bainbridge Island Japanese American Exclusion Memorial.
How far in advance should I book my Winslow holiday?
Reserving your flight early with Expedia means one less thing to worry about. Most carriers advertise tickets up to 12 months in advance. Typically, this is the cheapest time to book. If circumstances have left you booking late, last-minute deals to Winslow sometimes become available just a few weeks before departure.
What does an Expedia Winslow travel package include?
With Expedia, you can select a combination of flights, hotels and car rentals to build your ideal Winslow package. Once you've made your booking, you can add on all the fun stuff like sightseeing tours and activities. Remember — the more you bundle, the bigger the savings!
What should I know before booking a Winslow travel package?
Whether it's adventure or relaxation you're seeking, a Winslow holiday package lets you organise your escape your way. Plus, you'll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Winslow Expedia holiday package?
Yes — that's the beauty of an Expedia package. You're in control. We have more than 550 airline partners worldwide, so you have lots of choice when creating your Winslow trip.
If I'm not able to travel, can I cancel my Winslow holiday package?
Certainly, and we're here to help. You may be able to amend or cancel your Winslow holiday package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your circumstances suddenly change, visit our Customer Service Portal for more information.

Discover the most popular places to visit in Winslow

Bainbridge Performing Arts

You can make plans for a show at Bainbridge Performing Arts during your stay in Bainbridge Island. Amble around this vibrant area's waterfront and enjoy its top-notch restaurants.

Bainbridge Performing Arts

Activities

Delicious Donuts & Holiday Cheer: Seattle Food Tour

Delicious Donuts & Holiday Cheer: Seattle Food Tour

NZ$116
per adult
Delicious Donuts & Holiday Cheer: Seattle Food Tour
Seattle: Seattle Art Museum Admission Ticket

Seattle: Seattle Art Museum Admission Ticket

NZ$53
per adult
Seattle: Seattle Art Museum Admission Ticket
Smith Tower: Observatory Access Ticket

Seattle: Smith Tower Observatory Access Ticket

NZ$45
per adult
Seattle: Smith Tower Observatory Access Ticket
See all activities in Bainbridge Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.