Title: Windsor Vacation Packages & Trips 2026 from CA $710 | Expedia.ca

[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d175568.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d175568.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d175568.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d175568.Car-Rental-Guide)

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# 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

## Top Windsor Vacation Deals

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

![Jordan Hotel](https://images.trvl-media.com/lodging/25000000/24110000/24101000/24100923/0ee5e7ed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Jordan Hotel

CA $710

per person

Jul 1 - Jul 3

found 6 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Augusta (AUG)

8.8/10 Excellent! (513 reviews)

Yes loved it all great time will be back next season

Reviewed on Mar 29, 2026

![The Brunswick Hotel](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/3069046e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Brunswick Hotel

CA $1,787

per person

Jun 11 - Jun 17

found 12 hours ago

Roundtrip flight included

Winnipeg (YWG) to Augusta (AUG)

9.4/10 Exceptional! (916 reviews)

Clean room, friendly staff, in walking distance to everything great view

Reviewed on Mar 20, 2026

![Grand Summit Hotel](https://images.trvl-media.com/lodging/25000000/24110000/24100900/24100888/9d36745e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Grand Summit Hotel

CA $718

per person

Jul 1 - Jul 3

found 6 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Augusta (AUG)

8.4/10 Very Good! (361 reviews)

Clean room, excellent staff, good food, super convenient.

Reviewed on Mar 28, 2026

![Bluebird Ocean Point Inn](https://images.trvl-media.com/lodging/25000000/24320000/24319800/24319759/0f9c8477_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bluebird Ocean Point Inn

Ocean Point

CA $772

per person

Jul 1 - Jul 3

found 6 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Augusta (AUG)

8.8/10 Excellent! (556 reviews)

Thank you for another great stay, 37 years and counting! Clean updated rooms, friendly staff, morning coffee and the most amazing key lime pie on the planet.

Reviewed on Oct 23, 2025

![Fairfield Inn & Suites by Marriott Brunswick Freeport](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/80d3ccac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fairfield Inn & Suites by Marriott Brunswick Freeport

CA $1,590

per person

Jun 11 - Jun 17

found 12 hours ago

Roundtrip flight included

Winnipeg (YWG) to Augusta (AUG)

8.8/10 Excellent! (448 reviews)

Great stay great staff great location

Reviewed on Apr 1, 2026

## Ready to book your vacation to Windsor?

Choose your dates

## Windsor Hotel Deals

![Maine Evergreen Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/2b5fab10_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Maine Evergreen Hotel, an Ascend Collection Hotel

65 Whitten Rd Augusta ME

Fully refundable

CA $179

CA $195 total

Apr 20 - Apr 21

includes taxes & fees

9.2/10 Wonderful! (1,001 reviews)

Good

Reviewed on Apr 4, 2026

[](https://expedia.ca/Hotel-Search?startDate=20%2F04%2F2026&endDate=21%2F04%2F2026&selected=787572&PinnedHotelID=787572&HadPinnedHotel=true&regionId=175568)

![Senator Inn & Spa](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/c9f754bc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Senator Inn & Spa

284 Western Ave Augusta ME

Fully refundableReserve now, pay when you stay

CA $156

CA $170 total

Apr 5 - Apr 6

includes taxes & fees

7.8/10 Good! (1,000 reviews)

Great all sround

Reviewed on Mar 18, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=9853&PinnedHotelID=9853&HadPinnedHotel=true&regionId=175568)

![Holiday Inn Express & Suites Waterville - North by IHG](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/0b519be7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Holiday Inn Express & Suites Waterville - North by IHG

332 Main St Waterville ME

Fully refundable

CA $134

CA $146 total

Apr 26 - Apr 27

includes taxes & fees

8.6/10 Excellent! (890 reviews)

Staf are friendly and fast but the room it self could use better up keep there was a stain right next to the bed on the floor the wall paper was falling off the walls and bathroom could of used cocked for the corners looked moldy

Reviewed on Mar 15, 2026

[](https://expedia.ca/Hotel-Search?startDate=26%2F04%2F2026&endDate=27%2F04%2F2026&selected=802109&PinnedHotelID=802109&HadPinnedHotel=true&regionId=175568)

[See all 662 properties in Windsor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&regionId=175568)

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)

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\* 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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