Winslow Vacations from $521

Book a Hotel + Flight or Car together to unlock savings

Photo by Andrew Meade

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

Your Winslow Vacation

Winslow is calling your name! Whatever type of getaway you have in mind, get ready to discover the best of this neighborhood with a Winslow vacation package. Not sure where to go during your trip to Winslow? Nearby attractions like Bainbridge Island Japanese American Exclusion Memorial, Bainbridge Island Museum of Art and Bainbridge Island Historical Museum are excellent places to start. Expedia will help turn your ideal Winslow vacation into reality, whatever your budget or travel plans.

The Latest Winslow Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Multi Resorts at Kala Point

Multi Resorts at Kala Point

Save 100% on your flight
$521
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Seattle (SEA)
9.4/10 Exceptional! (11 reviews)
We really enjoyed our short time at this property. Beautiful surroundings and not far from town. I’d definitely go back again. If you have problems however with stairs, this isn’t the place/unit to stay in.

Reviewed on Jul 4, 2025

@ Marbella Lane - Luxury Home Near 2026 World Cup

@ Marbella Lane - Luxury Home Near 2026 World Cup

$1,571
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Seattle (SEA)
No reviews
1 Hotel Seattle

1 Hotel Seattle

Downtown Seattle
Save 100% on your flight
$1,627
per person
Sep 29 - Oct 4
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Seattle (SEA)
9.4/10 Exceptional! (358 reviews)
The property is beautiful and comfortable. Convenient location to walk to restaurants and bars nearby. The staff was very helpful and friendly. Couple of notes, when we left the elevators weren’t working and there was no sign or notification letting us know so we waited for quite some time. Then had to walk down 5 flights of stairs with our baggage.

Reviewed on Aug 15, 2026

@ Marbella Lane - Luxury Townhome 14 Min to Lumen

@ Marbella Lane - Luxury Townhome 14 Min to Lumen

Bridle Trails
Save 100% on your flight
$1,134
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Seattle (SEA)
No reviews
Mediterranean Inn

Mediterranean Inn

Downtown Seattle
Save 100% on your flight
$967
per person
Sep 18 - Sep 24
found 19 hours ago
Roundtrip flight included
Burbank (BUR) to Seattle (SEA)
9.4/10 Exceptional! (5,923 reviews)
WE ARRIVED AT 9AM AND WEREN'T CHECKED IN UNTIL WE COMPLAINED LATER IN THE AFTERNOON WHEN WE SAW OTHERS CHECKED AS THEY ARRIVED. WE WERE TOLD SOME STRANGE TALE ABOUT THE KIND OF ROOM WE WERE GETTING. MADE NO SENSE AT ALL. SERVICE WAS GOOD AFTER CHECK IN BUT CHECK IN WAS A NIGHTMARE.

Reviewed on Aug 16, 2026

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

While visiting Port Madison, you might make a stop by sights like Fay Bainbridge State Park and Bloedel Reserve.

Find hotels in Port Madison
A display of historical information boards about immigration to America.

Eagledale

1 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.

Find hotels in Eagledale
Default Image

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.

Find hotels in Port Blakely
A sunset over a lake with a mountain in the distance.

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.

Find hotels in Crystal Springs
A ferry on a calm body of water with a mountainous backdrop.

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.

Find hotels in Rolling Bay

Winslow Hotel Deals

Mayflower Park Hotel

Mayflower Park Hotel

405 Olive Way Seattle WA
Fully refundableReserve now, pay when you stay
$213 nightly
$251 total
Sep 7 - Sep 8
Total with taxes and fees
Mayflower Park Hotel
Mediterranean Inn

Mediterranean Inn

425 Queen Anne Ave N Seattle WA
Fully refundableReserve now, pay when you stay
$193 nightly
$228 total
Aug 17 - Aug 18
Total with taxes and fees
9.4/10 Exceptional! (6,037 reviews)
"WE ARRIVED AT 9AM AND WEREN'T CHECKED IN UNTIL WE COMPLAINED LATER IN THE AFTERNOON WHEN WE SAW OTHERS CHECKED AS THEY ARRIVED. WE WERE TOLD SOME STRANGE TALE ABOUT THE KIND OF ROOM WE WERE GETTING. MADE NO SENSE AT ALL. SERVICE WAS GOOD AFTER CHECK IN BUT CHECK IN WAS A NIGHTMARE."

Reviewed on Aug 16, 2026

Mediterranean Inn
The Belltown Inn

The Belltown Inn

2301 3rd Avenue Seattle WA
Fully refundableReserve now, pay when you stay
$168 nightly
$198 total
Aug 18 - Aug 19
Total with taxes and fees
The Belltown Inn
See all 5,349 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations
Gay Friendly Vacations
LGBTQ Friendly Vacations
LGBTQ Friendly Vacations
Adventure Vacations
Adventure Vacations
Vacations in Month
Where to go when
Where to go when
Honeymoon Vacations
Honeymoon Vacations
Mountain Vacations
Mountain Vacations
Fishing Vacations
Fishing Vacations
Adults Only Vacations
Adults Only Vacations
Waterpark Vacations
Waterpark Vacations
Scuba Diving Vacations
Scuba Diving Vacations
Yoga Vacations
Yoga Vacations
Cheap Vacations
Cheap Vacations
Solo Vacations
Solo Vacations

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
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.
See properties

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.
See properties

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.
See properties

Things to do

Sky View Observatory General Admission

Sky View Observatory Tickets

$28
per adult
92% of travellers recommend
Sky View Observatory Tickets
Space Needle and Chihuly Garden and Glass Combination Ticket

Space Needle and Chihuly Garden and Glass Combination Ticket

$78
per adult
96% 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

$159
per adult
90% of travellers recommend
Only Whale Watching Tour Departing from Seattle Waterfront
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.