Title: Windsor Vacation Packages & Trips 2025/2026 from CA $915 | Expedia.ca

  

[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d6005427.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d6005427.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d6005427.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d6005427.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Windsor Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

-   ## 
    
    Plan, book, travel with confidence
    

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Better together

Save up to CA $1,096 when you book a flight and hotel together\*

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Find the right fit

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

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Rest easy

Plan, book, and manage your trip all in one place

#### Your Windsor Vacation

Enjoy amazing adventures when you reserve a Windsor vacation package. Whether you're a history buff, foodie or just a traveler who loves discovering new places, there's something for everyone in this awesome city. If seeing the sights is a priority during your trip to Windsor, make sure you swing by popular attractions like [Wahconah Falls State Park](https://www.expedia.ca/Wahconah-Falls-State-Park-Dalton.d553248621532665297.Vacation-Attraction) and [Bas Ridge Golf Course](https://www.expedia.ca/Bas-Ridge-Golf-Course-Hinsdale.d553248621560926698.Vacation-Attraction). No matter your travel plans or the size of your budget, organizing a tailored Windsor vacation is a walk in the park with Expedia.

## Top Windsor Vacation Deals

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

![La Quinta Inn & Suites by Wyndham Latham Albany Airport](https://images.trvl-media.com/lodging/2000000/1490000/1483000/1482906/d85f245f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Quinta Inn & Suites by Wyndham Latham Albany Airport

CA $915

per person

Nov 15 - Nov 16

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Albany (ALB)

7.2/10 Good! (1,000 reviews)

Beautifull place, clean, near to all areas, perfect for family who has students in RPI, quiet, kind and friendly staff, good breakfast. I love this place. I tried to find some hotel where we can feel confortable near to the University, and stay in a lot of them near to Troy, Albany, Colony NY and I can tell you that we found it. I will back soon!

Reviewed on Sep 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-16/?FromAirport=YVR&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1482906&paandie=true&dealMarker=jRLnAqJiSJIRWGU50-AhCaJf3GRlg2JOGcdrzGSSXrahUzxNhjQFDjWHZ_jsPBRq)

![Kingston Carriage House](https://images.trvl-media.com/lodging/108000000/107170000/107162400/107162350/de9b0cd3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kingston Carriage House

Roundout

CA $1,676

per person

Nov 6 - Nov 12

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to Albany (ALB)

9.2/10 Wonderful! (22 reviews)

I liked the record player and the room was clean and comfy. Coffee and pastries were waiting by the door in the morning. Checking in, the battery was dead in the room lock. Had to wait 30 mins for service to arrive. The shower floor was dangerously slippery! An accident waiting to happen. Was unable to connect to Wi-Fi after multiple tries.

Reviewed on Aug 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-06/2025-11-12/?FromAirport=YYZ&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=107162350&paandie=true&dealMarker=jHT3N1Ek5bIKLpyRMc9UkZKLA-J7cKruYRHLQcPdY4QCsEGRVnHrR_pvkoiYPNNe)

![Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views](https://images.trvl-media.com/lodging/117000000/116550000/116547700/116547694/eef0ce00_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

CA $1,566

per person

Nov 6 - Nov 12

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to Albany (ALB)

No reviews

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-06/2025-11-12/?FromAirport=YYZ&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=116547694&paandie=true&dealMarker=jHT3N1Ek5bIKLpyRMc9UkZKLA-J7cKruYRHLQcPdY4Rj5FjFH48o7MVYa2QISrht)

![Hasbrouck House](https://images.trvl-media.com/lodging/90000000/89670000/89666900/89666885/e87d8720_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hasbrouck House

CA $2,217

per person

Nov 6 - Nov 12

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to Albany (ALB)

9/10 Wonderful! (49 reviews)

To put my reactions in context, we were at HH for just one night that was unseasonably cold and rainy, so could not take advantage of the resort's amenities. BUT . . .we had reserved what turned out to be a 3d floor room up two flights of very narrow stairs. No one offered help with luggage. A night table lamp was missing a bulb, which we brought to staff's attention, but no replacement was brought up. The room itself was tiny. The online photo shows it with a small desk and reading chair. The room actually had neither, and I felt at some risk for hitting my head on the ceiling. All in all, it just wasn't worth what we paid for it.

Reviewed on Aug 26, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-06/2025-11-12/?FromAirport=YYZ&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=89666885&paandie=true&dealMarker=jHT3N1Ek5bIKLpyRMc9UkUuxOrUoBw89O944NlZdjuRrjC5MT4wrVNEevoWU0ICi)

![The Hideout Catskills Cottage](https://images.trvl-media.com/lodging/112000000/111840000/111838100/111838036/7850b274_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Hideout Catskills Cottage

CA $1,696

per person

Nov 6 - Nov 12

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to Albany (ALB)

No reviews

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-06/2025-11-12/?FromAirport=YYZ&Destination=ALB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=111838036&paandie=true&dealMarker=jHT3N1Ek5bIKLpyRMc9UkZKLA-J7cKruYRHLQcPdY4Qo6DSDO_6rLzFFvJMgWiT9)

## Ready to book your vacation to Windsor?

Choose your dates

## Windsor Hotel Deals

![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

Fully refundableReserve now, pay when you stay

CA $116

CA $145 total

Oct 6 - Oct 7

includes taxes & fees

8.6/10 Excellent! (2,004 reviews)

"Quiet, clean, beautifully landscaped- such a comfy bed!"

Reviewed on Sep 13, 2025

[](https://expedia.ca/Hotel-Search?startDate=06%2F10%2F2025&endDate=07%2F10%2F2025&selected=1066423&PinnedHotelID=1066423&HadPinnedHotel=true&regionId=6005427)

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Berkshire Mountain Lodge

8 Dan Fox Dr, Pittsfield, MA

Fully refundableReserve now, pay when you stay

CA $129

CA $174 total

Sep 21 - Sep 22

includes taxes & fees

8.8/10 Excellent! (640 reviews)

"Clean, bright, great value, love the hot tub and pool!"

Reviewed on Sep 15, 2025

[](https://expedia.ca/Hotel-Search?startDate=21%2F09%2F2025&endDate=22%2F09%2F2025&selected=11449113&PinnedHotelID=11449113&HadPinnedHotel=true&regionId=6005427)

![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

190 Meadow Street, South Lee, MA

Fully refundable

CA $178

CA $218 total

Sep 23 - Sep 24

includes taxes & fees

9/10 Wonderful! (727 reviews)

"Check-in and check-out was seamless, the room was spacious,clean, comfortable and well equipped. Swimming pools were well maintained and very clean. The stairs were a bit difficult for seniors…great stay!"

Reviewed on Sep 16, 2025

[](https://expedia.ca/Hotel-Search?startDate=23%2F09%2F2025&endDate=24%2F09%2F2025&selected=20875006&PinnedHotelID=20875006&HadPinnedHotel=true&regionId=6005427)

[See all 982 properties in Windsor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=20%2F09%2F2025&endDate=21%2F09%2F2025&regionId=6005427)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Explore a world of travel with Expedia

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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![QR code to download the app](data:image/png;base64,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)