Title: Windsor Vacation Packages & Trips 2026 from CA $447 | 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 $447

per person

Mar 6 - Mar 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Halifax (YHZ)

7.4/10 Good! (1,004 reviews)

The staff was so helpful and friendly

Reviewed on Dec 13, 2025

![Sandman Signature Dartmouth Hotel & Suites](https://images.trvl-media.com/lodging/93000000/92620000/92611400/92611337/ea92b4a8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sandman Signature Dartmouth Hotel & Suites

CA $920

per person

Mar 6 - Mar 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Halifax (YHZ)

9.4/10 Exceptional! (1,985 reviews)

Excellent customer service with the front desk clerks

Reviewed on Dec 25, 2025

![Future Inns Halifax](https://images.trvl-media.com/lodging/1000000/910000/908500/908475/f7bda1d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Future Inns Halifax

Clayton Park West

CA $742

per person

Mar 6 - Mar 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Halifax (YHZ)

9.2/10 Wonderful! (1,990 reviews)

Great room, very clean. Staff was friendly and efficient

Reviewed on Dec 24, 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 $712

per person

Mar 6 - Mar 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Halifax (YHZ)

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

We arrived very late in the night 01.45 am, due to lots of delays. Ask at the desk to get a room near by, as we had a lot of luggage, and we are older people. But instead we have got a room upstairs that couldn‘t be mor far and we even had to climb stairs with all our luggage. Since I asked for a nearby room already when we spend our first night, we really were disappointed that there was nothing done to help us. The free breakfeast is not inviting, plastic cuttlery and it is only available until 09.00 am. Nothing for people who arrive late like us and needed a breakfast to be open until 10.00 or later We come to this hotel for many many years, but it used to be a lot better and more friendly Personal, under the name Quality Inn. Now it became crazy expensive but the service dis not increase with the price.

Reviewed on Dec 26, 2025

![The Barrington Hotel](https://images.trvl-media.com/lodging/1000000/30000/28000/27989/4ce919a5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Barrington Hotel

Downtown Halifax

CA $583

per person

Mar 6 - Mar 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Halifax (YHZ)

7.8/10 Good! (4,651 reviews)

We were upgraded, which was very nice, but there were cig ashes on the wondow sill and the room was too hot in spite of us trying to adjust temp. But overall, our stay was good. We always pick the Barrington.

Reviewed on Dec 26, 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 $208

CA $248 total

Jan 9 - Jan 10, 2026

includes taxes & fees

9.8/10 Exceptional! (149 reviews)

The property was fantastic. This is a must stay if in Windsor

Reviewed on Dec 21, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%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=09%2F01%2F2026&endDate=10%2F01%2F2026&selected=35863428&PinnedHotelID=35863428&HadPinnedHotel=true&regionId=181861)

[](https://expedia.ca/Hotel-Search?startDate=09%2F01%2F2026&endDate=10%2F01%2F2026&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 $199

CA $239 total

Dec 28 - Dec 29

includes taxes & fees

8.2/10 Very Good! (1,001 reviews)

Clean room very accommodating

Reviewed on Dec 14, 2025

[](https://expedia.ca/Hotel-Search?startDate=28%2F12%2F2025&endDate=29%2F12%2F2025&selected=903228&PinnedHotelID=903228&HadPinnedHotel=true&regionId=181861)

[See all 130 properties in Windsor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F12%2F2025&endDate=28%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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- [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