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*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Holiday Package Deals in Winslow

Price found within the past 48 hours. Click for updated prices.
Mayflower Park Hotel

Mayflower Park Hotel

4 out of 5
Downtown Seattle
Price was CA $2,333, price is now CA $1,584 per person
CA $1,584
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Seattle (SEA)
9.4/10 Exceptional! (2,523 reviews)
Close to everything

Reviewed on May 8, 2026

1 Hotel Seattle

1 Hotel Seattle

5 out of 5
Downtown Seattle
Price was CA $3,143, price is now CA $1,975 per person
CA $1,975
per person
Jul 3 - Jul 6
found 18 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Seattle (SEA)
9.4/10 Exceptional! (292 reviews)
I really like this property. Everything was pristine and high quality. I would stay here again if given the opportunity. The free car service was super helpful for dropping us and our luggage at the nearest metro station. The gym equipment was brilliant too. One area of comment - we checked in when the adjoining bar DJ was playing very loud music. It felt like I was checking into a nightclub! I couldn't hear the receptionist very well which was a bit of a negative experience.

Reviewed on May 2, 2026

Mediterranean Inn

Mediterranean Inn

3 out of 5
Downtown Seattle
Price was CA $2,255, price is now CA $1,596 per person
CA $1,596
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Seattle (SEA)
9.4/10 Exceptional! (5,785 reviews)
That is ok for shower I not like spill wet but I want tub than shower I were feel sore and painful my back. Ouch…….that is all

Reviewed on May 9, 2026

The Belltown Inn

The Belltown Inn

2.5 out of 5
Downtown Seattle
Price was CA $2,242, price is now CA $1,588 per person
CA $1,588
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Seattle (SEA)
9.4/10 Exceptional! (4,474 reviews)
Clean room. Friendly and helpful staff.

Reviewed on May 10, 2026

@ Marbella Lane - Luxury Townhome 14 Min to Lumen

@ Marbella Lane - Luxury Townhome 14 Min to Lumen

3 out of 5
Bridle Trails
Price was CA $2,912, price is now CA $2,065 per person
CA $2,065
per person
Jul 18 - Jul 20
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to Seattle (SEA)
No reviews

Where to stay in Winslow

Find the best Winslow areas and neighborhoods for the activities you enjoy most. Learn more about Winslow
Eagledale

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.

Find hotels in Eagledale

Winslow Hotel Deals

Mediterranean Inn

Mediterranean Inn

3 out of 5
425 Queen Anne Ave N Seattle WA
The price is CA $218 per night from May 26 to May 27
CA $218
CA $272 total
May 26 - May 27
includes taxes & fees
9.4/10 Exceptional! (5,822 reviews)
Amazing staff, nice rooms, and accessibility to lots nearby!

Reviewed on May 10, 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 $163 per night from May 25 to May 26
CA $163
CA $203 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (4,497 reviews)
Clean room. Friendly and helpful staff.

Reviewed on May 10, 2026

The Belltown Inn
DoubleTree by Hilton Seattle Airport

DoubleTree by Hilton Seattle Airport

4 out of 5
18740 International Boulevard SeaTac WA
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from May 19 to May 20
CA $194
CA $221 total
May 19 - May 20
includes taxes & fees
7.8/10 Good! (3,049 reviews)
Great pool; check-in a little slow. Property was dated but kept clean. Long waits for elevators in the Tower.

Reviewed on May 10, 2026

DoubleTree by Hilton Seattle Airport
See all 5,320 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
Family Vacations

Frequently asked questions

How much does a Winslow vacation package cost?
Starting from an incredible CA $1,584, 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.

Discover the most popular places to visit in Winslow

Bainbridge Island Museum of Art

Bainbridge Island Museum of Art

Explore the contemporary arts and crafts of the Puget Sound region at this easily accessible art museum on Bainbridge Island.

Bainbridge Island Museum of Art
Bainbridge Island Historical Museum

Bainbridge Island Historical Museum

Delve into the history of this thriving island community, from petroglyphs to the game of pickleball, at this tidy, well-curated museum.

Bainbridge Island Historical Museum

Things to do

Space Needle and Chihuly Garden and Glass Combination Ticket

Space Needle and Chihuly Garden and Glass Combination Ticket

CA $101
per adult
100% of travellers recommend
Space Needle and Chihuly Garden and Glass Combination Ticket
Beneath The Streets Underground History Tour

Beneath The Streets Underground History Tour

CA $42
per adult
90% of travellers recommend
Beneath The Streets Underground History Tour
Floating Homes

Seattle City Tour

CA $123
per adult
98% of travellers recommend
Seattle City 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.