Winslow Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Winslow
Price found within the past 48 hours. Click for updated prices.
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
While visiting Port Madison, you might make a stop by sights like Fay Bainbridge State Park and Bloedel Reserve.
Eagledale
2 out of top 10 points of interest in this area
Discover Eagledale Park, a 7-acre oasis on Bainbridge Island, featuring tennis courts, an off-leash dog park, picnic shelter, children's play area, sand volleyball court, and pottery studio. Enjoy stunning Mount Rainier views on clear days.
Port Blakely
If you're looking for some top things to see and do in Port Blakely and surrounding area, you can visit Bainbridge Island Japanese American Exclusion Memorial and Bainbridge Island Ferry Dock.
Crystal Springs
If you're looking for some top things to see and do in Crystal Springs and surrounding area, you can visit Illahee State Park and Islandwood.
Rolling Bay
While Rolling Bay might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Bainbridge Island Vineyards & Winery and Rolling Bay Winery.
Winslow Hotel Deals
The Paramount Hotel
724 Pine St Seattle WA
Fully refundableReserve now, pay when you stay
CA $283
CA $334 total
Oct 5 - Oct 6
includes taxes & fees
Mayflower Park Hotel
405 Olive Way Seattle WA
Fully refundableReserve now, pay when you stay
CA $232
CA $301 total
Oct 5 - Oct 6
includes taxes & fees
9.2/10 Wonderful! (2,807 reviews)
"Great hotel close to the waterfront, convenient shuttle to cruise port."
Reviewed on Sep 9, 2026
The Belltown Inn
2301 3rd Avenue Seattle WA
Fully refundableReserve now, pay when you stay
CA $178
CA $222 total
Oct 5 - Oct 6
includes taxes & fees
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 vacation package cost?
Starting from an incredible CA $774, 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 vacation.
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 vacation?
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 vacation package lets you organize 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 vacation 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 vacation package?
Certainly, and we're here to help. You may be able to amend or cancel your Winslow vacation 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)
Explore the contemporary arts and crafts of the Puget Sound region at this easily accessible art museum on Bainbridge Island.
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.
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 check out 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 check out its top-notch restaurants.
Things to do
Seattle: Seattle Art Museum Admission Ticket
CA $42
per adult
74% of travellers recommend
Only Whale Watching Tour Departing from Seattle Waterfront
CA $162
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.