Winslow Holidays
Book a Hotel + Flight or Car together to unlock savings
Where to stay in Winslow
Find the best Winslow areas and neighborhoods for the activities you enjoy most. Learn more about Winslow
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.
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.
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.
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.
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.
Top hotels in Winslow
The Paramount Hotel
724 Pine St Seattle WA
Fully refundableReserve now, pay when you stay
4.548.892 ₫
5.367.692 ₫ total
18 Oct - 19 Oct
includes taxes & fees
9.2/10 Wonderful! (3,725 reviews)
"Lovely comfortable rooms with helpful accommodating staff!!! Coffee shop onsite that was a handy convenience!!!"
Reviewed on 24 Sept 2026
The Belltown Inn
2301 3rd Avenue Seattle WA
Fully refundableReserve now, pay when you stay
3.095.785 ₫
3.860.886 ₫ total
13 Oct - 14 Oct
includes taxes & fees
Mediterranean Inn
425 Queen Anne Ave N Seattle WA
Fully refundableReserve now, pay when you stay
3.830.488 ₫
4.776.711 ₫ total
20 Oct - 21 Oct
includes taxes & fees
9.4/10 Exceptional! (6,126 reviews)
"The Mediterranean Inn appeared to have been through a recent renovation but the details were not completed. Wall sconces not attached properly, toilet roll holder that kept coming apart and the elevators are painfully slow. However, the staff was friendly and accommodating, the rooftop deck has great ..."
Reviewed on 24 Sept 2026
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.
Stay near popular Winslow attractions
Bainbridge Island Museum of Art
8.6/10 (41 reviews)
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 Historical Museum
9.0/10 (27 reviews)
You can spend an afternoon exploring the galleries in Bainbridge Island Historical Museum in Bainbridge Island. Amble around this vibrant area's waterfront and enjoy its top-notch restaurants.
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.
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.