Winslow Holidays

Photo by Andrew Meade

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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

2 out of top 10 points of interest in this area

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

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A display of historical information boards about immigration to America.

Eagledale

1 out of top 10 points of interest in this area

If you're spending some time in Eagledale, Bainbridge Island Japanese American Exclusion Memorial and Islandwood are top sights worth seeing.

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Port Blakely

Though Port Blakely may not have many top sights, you can venture to the surrounding area to see attractions like Bainbridge Island Japanese American Exclusion Memorial and Bainbridge Island Ferry Dock.

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A sunset over a lake with a mountain in the distance.

Crystal Springs

While Crystal Springs may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Illahee State Park and Islandwood.

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A ferry on a calm body of water with a mountainous backdrop.

Rolling Bay

If you're looking for some top things to see and do in Rolling Bay and surrounding area, you can visit Bainbridge Island Vineyards & Winery and Rolling Bay Winery.

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Top hotels in Winslow

Mayflower Park Hotel

Mayflower Park Hotel

405 Olive Way Seattle WA
Fully refundableReserve now, pay when you stay
S$361
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (2,744 reviews)
"It was an older property but it was clean and the staff were very helpful. Very close to the Westlake train stop which made it very convenient. The complimentary bottles of water were very appreciated after the train trip from the airport."

Reviewed on 7 Aug, 2026

Mayflower Park Hotel
Mediterranean Inn

Mediterranean Inn

425 Queen Anne Ave N Seattle WA
Fully refundableReserve now, pay when you stay
S$292
11 Aug - 12 Aug
includes taxes & fees
9.4/10 Exceptional! (5,966 reviews)
"Staff was very helpful. Arrived early and was able to store luggage. Great advise on things to do"

Reviewed on 8 Aug, 2026

Mediterranean Inn
The Paramount Hotel

The Paramount Hotel

724 Pine St Seattle WA
Fully refundableReserve now, pay when you stay
S$301
18 Aug - 19 Aug
includes taxes & fees
The Paramount Hotel
See all 5,511 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.
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A building with a black facade and yellow windows, a red building with white windows, and a tree in the foreground.

Bainbridge Island Historical Museum

9.0/10 (27 reviews)
Delve into the history of this thriving island community, from petroglyphs to the game of pickleball, at this tidy, well-curated museum.
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Bainbridge Performing Arts

8.6/10 (10 reviews)
Enjoy an outing to Bainbridge Performing Arts during your stay in Bainbridge Island. Stroll along the waterfront in this vibrant area or visit its top-notch restaurants.
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Kids Discovery Museum

7.8/10 (9 reviews)
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.
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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
96% of travellers recommend
Space Needle and Chihuly Garden and Glass Combination Ticket
Seattle C3® by CityPASS®- Save on admission to top attractions

Seattle C3® by CityPASS®

S$139
per adult
96% of travellers recommend
Seattle C3® by CityPASS®
Discover Seattle A Guided Tour

Discover Seattle: A Self-Guided Tour

S$1
per adult
Discover Seattle: A Self-Guided 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.