Winslow Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Andrew Meade

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

Top hotels in Winslow

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 3.334.412 ₫ per night from 4 Jan to 5 Jan
3.334.412 ₫
4.460.746 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (2,423 reviews)
Room was great- large and clean. Staff was great at check in. Valet service was very impressive

Reviewed on 13 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 6.157.008 ₫ per night from 17 Dec to 18 Dec
6.157.008 ₫
8.222.501 ₫ total
17 Dec - 18 Dec
includes taxes & fees
9/10 Wonderful! (1,444 reviews)
Beautiful, historic 100 year old landmark hotel - would have given it 5 stars but you have to deal with an obnoxious, non-working phone robot when you call the front desk. I would expect that at motel 6 but not a place like this.

Reviewed on 12 Dec 2025

Fairmont Olympic Hotel
Hyatt Regency Seattle

Hyatt Regency Seattle

4 out of 5
808 Howell St Seattle WA
Fully refundableReserve now, pay when you stay
The price is 3.762.616 ₫ per night from 29 Dec to 30 Dec
3.762.616 ₫
4.439.886 ₫ total
29 Dec - 30 Dec
includes taxes & fees
9.4/10 Exceptional! (4,420 reviews)
Very Nice.

Reviewed on 10 Dec 2025

Hyatt Regency Seattle
See all 5,252 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 1null000null000 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.

Popular places to visit

Bainbridge Island Museum of Art

Bainbridge Island Museum of Art

You can spend an afternoon studying the exhibits at Bainbridge Island Museum of Art during your travels in Bainbridge Island. Stroll along the waterfront in this vibrant area or visit its top-notch restaurants.

Bainbridge Island Museum of Art

Kids Discovery Museum

You can take time to visit Kids Discovery Museum during your travels to Bainbridge Island. Stroll along the waterfront in this vibrant area or visit its top-notch restaurants.

Kids Discovery Museum