Winslow Holidays

Photo by Andrew Meade

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Where to stay in Winslow

Find the best Winslow areas and neighborhoods for the activities you enjoy most. Learn more about Winslow
A serene lake with a reflection of a large house surrounded by lush greenery and trees.

Port Madison

3 out of top 10 points of interest in this area

If you're spending some time in Port Madison, Treasure Island and Fay Bainbridge State Park are top sights worth seeing.

Find hotels in Port Madison

Top hotels in Winslow

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
724 Pine St Seattle WA
Fully refundableReserve now, pay when you stay
The price is S$335 per night from 12 Jul to 13 Jul
S$335
12 Jul - 13 Jul
includes taxes & fees
9.2/10 Wonderful! (3,518 reviews)
"Friendly staff, clean rooms, great location. What more does a traveler need? highly recommend!"

Reviewed on 2 Jul, 2026

The Paramount Hotel
Crowne Plaza Seattle - Downtown by IHG

Crowne Plaza Seattle - Downtown by IHG

4 out of 5
1113 6th Ave Seattle WA
Fully refundableReserve now, pay when you stay
The price is S$396 per night from 3 Jul to 4 Jul
S$396
3 Jul - 4 Jul
includes taxes & fees
9.2/10 Wonderful! (3,666 reviews)
"Great Bar"

Reviewed on 2 Jul, 2026

Crowne Plaza Seattle - Downtown by IHG
The Belltown Inn

The Belltown Inn

2.5 out of 5
2301 3rd Avenue Seattle WA
Fully refundableReserve now, pay when you stay
The price is S$322 per night from 21 Jul to 22 Jul
S$322
21 Jul - 22 Jul
includes taxes & fees
9.4/10 Exceptional! (4,626 reviews)
"Belltown staff was very helpful and friendly, & the location is perfect for cruisers!"

Reviewed on 2 Jul, 2026

The Belltown Inn
See all 5,435 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.

Stay near popular Winslow attractions

An art gallery interior with wooden floors, glass display cases, and various artworks.

Bainbridge Island Museum of Art

8.6/10 (41 reviews)
Explore the contemporary arts and crafts of the Puget Sound region at this easily accessible art museum on Bainbridge Island.
See properties

Things to do

Space Needle and Chihuly Garden and Glass Combination Ticket

Space Needle and Chihuly Garden and Glass Combination Ticket

S$101
per adult
100% of travellers recommend
Space Needle and Chihuly Garden and Glass Combination Ticket
Whale & Wildlife Watching Tour from Seattle

Only Whale Watching Tour Departing from Seattle Waterfront

S$184
per adult
Only Whale Watching Tour Departing from Seattle Waterfront
Beneath The Streets Underground History Tour

Beneath The Streets Underground History Tour

S$41
per adult
90% of travellers recommend
Beneath The Streets Underground History Tour
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. 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.