Title: Windsor Vacation Packages & Trips 2026/2026 from CA $581 | Expedia.ca

[Windsor Travel Guide](https://expedia.ca/Windsor.dx181861)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d181861.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d181861.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d181861.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d181861.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
- ###  
Better together  
Save up to CA $1,096 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 Windsor Vacation

Create a custom vacation package to Windsor and start looking forward to your next great adventure. Consider staying in the neighborhood of Gaspereau, which is great for watersports and views, for a real taste of this unique city. If your trip to Windsor includes some sightseeing, check out much-loved attractions like [Ski Martock](https://www.expedia.ca/Ski-Martock-Windsor-Forks.d6089495.Vacation-Attraction), [Avon River Heritage Society Museum](https://www.expedia.ca/Avon-River-Heritage-Society-Museum-Avondale.d6309448.Vacation-Attraction) and [Mermaid Theatre of Nova Scotia](https://www.expedia.ca/Mermaid-Theatre-Of-Nova-Scotia-Windsor.d6089633.Vacation-Attraction). Whatever your travel plans or budget, organizing a tailored Windsor vacation is easy with Expedia.

## Top Windsor Vacation Deals

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

![Hearthstone Inn Boutique Hotel Halifax - Dartmouth](https://images.trvl-media.com/lodging/1000000/20000/12000/11975/2ecf241c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hearthstone Inn Boutique Hotel Halifax - Dartmouth

CA $581

per person

Jan 26 - Jan 31

found 4 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Halifax (YHZ)

7.4/10 Good! (1,004 reviews)

Beds were clean and comfortable; the lobby was really cute. I am giving three stars because there is definitely some upkeep that needs to be done. We had some rain, and the window leaked, it was an obvious ongoing issue, as the plaster was falling from the ceiling, walls and frames also had quite a bit water damage. The restaurant is only open weekends (fri/ sat/ sun) coffee supplies not replaced in rooms daily either. parking can be a bit difficult, but doable. I liked the location, and ease of getting into Halifax, and the surrounding areas. the VLT rooms, hallways, stairwells, could use a deep clean. It appeared the inn is undergoing renovations slowly.

Reviewed on Dec 3, 2025

![HFX Airport Hotel](https://images.trvl-media.com/lodging/1000000/530000/528300/528264/8c5013ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### HFX Airport Hotel

CA $760

per person

Jan 15 - Jan 22

just found

Roundtrip flight included

Hamilton (YHM) to Halifax (YHZ)

8.2/10 Very Good! (2,821 reviews)

The staff were incredibly kind. I suddenly needed fever medicine in the middle of the night, and they immediately arranged for someone to take me to the store. I can’t thank them enough for their care and support.

Reviewed on Dec 8, 2025

![Rodd Grand Yarmouth Hotel](https://images.trvl-media.com/lodging/1000000/30000/28700/28632/76243e26_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Rodd Grand Yarmouth Hotel

CA $758

per person

Feb 11 - Feb 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Halifax (YHZ)

8.8/10 Excellent! (1,133 reviews)

Room was very clean. Bed was very comfortable.!!

Reviewed on Dec 8, 2025

![Digby Pines Golf Resort and Spa](https://images.trvl-media.com/lodging/1000000/900000/890100/890065/5913a6d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Digby Pines Golf Resort and Spa

CA $781

per person

Feb 11 - Feb 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Halifax (YHZ)

8/10 Very Good! (1,040 reviews)

Rooms are quite dated and not very well laid out. TV is in an awkward place. Plumbing didn’t work quite right. Finishing are very date. Beds are very comfortable and the. Breakfast was awesome. Chose this spot as I got a deal through Expedia with my points but likely wouldn’t choose it as an option at full price.

Reviewed on Dec 7, 2025

![Coastal Inn Halifax](https://images.trvl-media.com/lodging/1000000/460000/457800/457769/80c0d60d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Coastal Inn Halifax

CA $644

per person

Feb 20 - Feb 23

found 11 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Halifax (YHZ)

8.6/10 Excellent! (1,002 reviews)

Great location, affordable price. Room was great and breakfast was perfect. Will be booking again.

Reviewed on Nov 21, 2025

## Ready to book your vacation to Windsor?

Choose your dates

## Windsor Hotel Deals

![The August House](https://images.trvl-media.com/lodging/93000000/92030000/92024900/92024852/20fd8b43_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The August House

494 King St Windsor NS

CA $187

CA $223 total

Jan 2 - Jan 3, 2026

includes taxes & fees

9.8/10 Exceptional! (147 reviews)

Staff was beyond helpful and accommodating! Very clean rooms and the breakfast options were outstanding. The overall space was beautiful!

Reviewed on Nov 11, 2025

[](https://expedia.ca/Hotel-Search?startDate=02%2F01%2F2026&endDate=03%2F01%2F2026&selected=92024852&PinnedHotelID=92024852&HadPinnedHotel=true&regionId=181861)

### 

Meander In Bed and Breakfast

153 Albert St Windsor NS

[Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=35863428&PinnedHotelID=35863428&HadPinnedHotel=true&regionId=181861)

[](https://expedia.ca/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=35863428&PinnedHotelID=35863428&HadPinnedHotel=true&regionId=181861)

![Old Orchard Inn](https://images.trvl-media.com/lodging/1000000/910000/903300/903228/b38dda0d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Old Orchard Inn

153 Greenwich Rd. South Wolfville Ridge NS

Fully refundableReserve now, pay when you stay

CA $219

CA $261 total

Dec 9 - Dec 10

includes taxes & fees

8.4/10 Very Good! (1,013 reviews)

Stunning

Reviewed on Nov 29, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F12%2F2025&endDate=10%2F12%2F2025&selected=903228&PinnedHotelID=903228&HadPinnedHotel=true&regionId=181861)

[See all 116 properties in Windsor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F12%2F2025&endDate=10%2F12%2F2025&regionId=181861)

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)

### Discover the most popular places to visit in Windsor

#### Haliburton House Museum

You can spend time studying the exhibits at Haliburton House Museum in Windsor. You can enjoy the wineries while in the area. 

[](https://expedia.ca/Haliburton-House-Museum-Windsor.d6301701.Vacation-Attraction)

#### Trecothic Creek and Windsor Railway

You can spend an afternoon studying the exhibits at Trecothic Creek and Windsor Railway during your travels in Windsor. You can enjoy the wineries while in the area. 

[](https://expedia.ca/Trecothic-Creek-And-Windsor-Railway-Windsor.d6309456.Vacation-Attraction)

## Explore a world of travel with Expedia

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- [Halifax Hotels ](https://www.expedia.ca/Halifax-Hotels.d602873.Travel-Guide-Hotels)
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- [Apartments in Hantsport ](https://www.expedia.ca/Hantsport-Apartments.d6310452-aaApartments.Travel-Guide-Accommodation)
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- [Family Hotels in Hantsport ](https://www.expedia.ca/Hantsport-Hotels-Family-Hotel.0-0-d6310452-tFamilyHotel.Travel-Guide-Filter-Hotels)
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- [Fox Hill Cheese House ](https://www.expedia.ca/Fox-Hill-Cheese-House-Port-Williams.d553248621532866172.Vacation-Attraction)
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- [Planters Ridge Winery ](https://www.expedia.ca/Planters-Ridge-Winery-Port-Williams.d553248621562270679.Vacation-Attraction)
- [Port Williams Vacations ](https://www.expedia.ca/Port-Williams.d181859.Destination-Travel-Guides)
- [Randall House Museum ](https://www.expedia.ca/Randall-House-Museum-Wolfville.d6301006.Vacation-Attraction)
- [Reservoir Park ](https://www.expedia.ca/Reservoir-Park-Wolfville.d6309512.Vacation-Attraction)
- [Robie Tufts Nature Centre ](https://www.expedia.ca/Robie-Tufts-Nature-Centre-Wolfville.d6309505.Vacation-Attraction)
- [Ski Martock ](https://www.expedia.ca/Ski-Martock-Windsor-Forks.d6089495.Vacation-Attraction)
- [Trecothic Creek and Windsor Railway ](https://www.expedia.ca/Trecothic-Creek-And-Windsor-Railway-Windsor.d6309456.Vacation-Attraction)
- [Uniacke Estate Museum Park ](https://www.expedia.ca/Uniacke-Estate-Museum-Park-Mount-Uniacke.d6298224.Vacation-Attraction)
- [Uniacke Pines Golf Course ](https://www.expedia.ca/Uniacke-Pines-Golf-Course-Mount-Uniacke.d553248621562269689.Vacation-Attraction)
- [Walton Vacations ](https://www.expedia.ca/Walton.d3000408100.Destination-Travel-Guides)
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- [Wolfville Vacations ](https://www.expedia.ca/Wolfville.d6058270.Destination-Travel-Guides)

- [Car rentals near Avon Valley Golf and Country Club ](https://www.expedia.ca/Car-Rentals-In-Avon-Valley-Golf-And-Country-Club.d6309526.Car-Rental-Guide)
- [Car rental Hantsport ](https://www.expedia.ca/Car-Rentals-In-Hantsport.d6310452.Car-Rental-Guide)
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- [Ellershouse Vacation Rentals ](https://www.expedia.ca/Ellershouse-Vacation-Rentals.d3000464809.Travel-Guide-VacationRentals)
- [Falmouth Vacation Rentals ](https://www.expedia.ca/Falmouth-Vacation-Rentals.d6310356.Travel-Guide-VacationRentals)

- [Things to do in Falmouth ](https://www.expedia.ca/Things-To-Do-In-Falmouth.d6310356.Travel-Guide-Activities)

\* 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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## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app