Winslow Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Winslow

Price found within the past 48 hours. Click for updated prices.
Mediterranean Inn

Mediterranean Inn

3 out of 5
Downtown Seattle
Price was CA $1,065, price is now CA $832 per person
CA $832
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Seattle (SEA)
9.4/10 Exceptional! (5,946 reviews)
Front desk agent and staff were very welcoming and helpful. Very professional and knowledgeable as well. Our room was available early, so early check-in was available. Great stay!

Reviewed on Aug 5, 2026

Mayflower Park Hotel

Mayflower Park Hotel

4 out of 5
Downtown Seattle
Price was CA $1,499, price is now CA $971 per person
CA $971
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Seattle (SEA)
9.2/10 Wonderful! (2,706 reviews)
great room, great location, friendly staff, good food.

Reviewed on Aug 5, 2026

1 Hotel Seattle

1 Hotel Seattle

5 out of 5
Downtown Seattle
Price was CA $2,953, price is now CA $1,921 per person
CA $1,921
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Seattle (SEA)
9.4/10 Exceptional! (353 reviews)
I’m test le front desk service

Reviewed on Aug 3, 2026

Level Seattle Downtown - South Lake Union

Level Seattle Downtown - South Lake Union

3.5 out of 5
South Lake Union
Price was CA $1,408, price is now CA $1,065 per person
CA $1,065
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Seattle (SEA)
9/10 Wonderful! (1,522 reviews)
Check in was at 4pm and the wait was u believably long. I got there around 2pm and did pre check in and was told to look out for either and email or text that would notify me if my room is ready. Got back around 3:30 and started waiting in the line up to check in at 3:45. We finally got to the desk around 4:15 and was told the room still wasn’t ready. Overall though for the room it was excellent! Clean, stocked with amenities and even had a washer dryer with a pack of detergent! Only downside was we were put on a low floor facing the busy pool so our blinds had to be down most of the time.

Reviewed on Aug 5, 2026

The State Hotel

The State Hotel

4 out of 5
Downtown Seattle
Price was CA $1,635, price is now CA $1,239 per person
CA $1,239
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Seattle (SEA)
9.4/10 Exceptional! (1,376 reviews)
Great location. The room was small.. no closet but it was very clean. The rooftop bar was small but the view was great. We loved the restaurant located right inside

Reviewed on Aug 5, 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

Winslow Hotel Deals

Mayflower Park Hotel

Mayflower Park Hotel

4 out of 5
405 Olive Way Seattle WA
Fully refundableReserve now, pay when you stay
The price is CA $297 per night from Aug 16 to Aug 17
CA $297
CA $379 total
Aug 16 - Aug 17
includes taxes & fees
9.2/10 Wonderful! (2,731 reviews)
"great room, great location, friendly staff, good food."

Reviewed on Aug 5, 2026

Mayflower Park Hotel
Mediterranean Inn

Mediterranean Inn

3 out of 5
425 Queen Anne Ave N Seattle WA
Fully refundableReserve now, pay when you stay
The price is CA $255 per night from Aug 11 to Aug 12
CA $255
CA $319 total
Aug 11 - Aug 12
includes taxes & fees
9.4/10 Exceptional! (5,933 reviews)
"Front desk agent and staff were very welcoming and helpful. Very professional and knowledgeable as well. Our room was available early, so early check-in was available. Great stay!"

Reviewed on Aug 5, 2026

Mediterranean Inn
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 CA $252 per night from Aug 10 to Aug 11
CA $252
CA $314 total
Aug 10 - Aug 11
includes taxes & fees
9.4/10 Exceptional! (4,722 reviews)
"........................."

Reviewed on Aug 5, 2026

The Belltown Inn
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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Frequently asked questions

How much does a Winslow vacation package cost?
Starting from an incredible CA $832, 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

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

CA $109
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

CA $225
per adult
90% of travellers recommend
Only Whale Watching Tour Departing from Seattle Waterfront
Seattle: Seattle Art Museum Admission Ticket

Seattle: Seattle Art Museum Admission Ticket

CA $42
per adult
74% of travellers recommend
Seattle: Seattle Art Museum Admission Ticket
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.