Windsor Vacations from ￥332,416

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    Save up to ￥45,448 when you book a flight and hotel together*
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The Latest Windsor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Inn on Prince Hotel & Conference Centre Truro

Inn on Prince Hotel & Conference Centre Truro

3 out of 5
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Nagoya (NGO) to Halifax (YHZ)
8.6/10 Excellent! (1,763 reviews)
Overall amazing would go again

Reviewed on Jun 20, 2025

Future Inns Halifax

Future Inns Halifax

3 out of 5
Clayton Park West
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Nagoya (NGO) to Halifax (YHZ)
9.2/10 Wonderful! (1,665 reviews)
Clean and organized. Plenty amount of shampoo etc. High ceiling, clean 100% cotton bed sheets. Professional front desk manners are some that i liked.

Reviewed on Jun 20, 2025

HFX Airport Hotel

HFX Airport Hotel

2.5 out of 5
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Nagoya (NGO) to Halifax (YHZ)
8.4/10 Very Good! (979 reviews)
desk service was exceptional but the noise of the car racing is very annoying. I will not book again because of that

Reviewed on Jun 21, 2025

Find the Best Windsor Vacation Packages

Windsor Hotel Deals

The August House
The August House
3.5 out of 5
494 King St, Windsor, NS
9.8/10 Exceptional! (102 reviews)
"The August House is stunning! It’s a great home base for exploring the wineries and other sights in the valley. Several nice restaurants in walking distance, too."

Reviewed on Jun 17, 2025

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The August House
Meander In Bed and Breakfast
Meander In Bed and Breakfast
2 out of 5
153 Albert St, Windsor, NS
Get rates
Meander In Bed and Breakfast
Old Orchard Inn & Spa
Old Orchard Inn & Spa
4 out of 5
153 Greenwich Rd. South, Exit 11, Highway 101, Wolfville Ridge, NS
Fully refundableReserve now, pay when you stay
The price is ￥23,346 per night from Jun 23 to Jun 24
￥23,346
￥28,888 total
Jun 23 - Jun 24
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"Beautiful view,with rooms in the back. Renovations are still occurring, but will be very nice when done.New restaurant, and new menus. Bonus."

Reviewed on Jun 20, 2025

Old Orchard Inn & Spa
See all 113 properties in Windsor
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.

Frequently asked questions

How much does a Windsor vacation package cost?
You can pick up a vacation package to this top destination from ￥332,416 on Expedia. However, how much your vacation to Windsor costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Windsor?
January, February and November are great times to look for cheap Windsor vacation packages. Traveling in quieter months means you can typically find better prices on hotels and flights.
How many days is enough for Windsor?
For your Windsor vacation, a handful of days will be enough to explore the best spots. Be sure to stop by West Hants Historical Society --- it's one of the leading attractions in this destination. If you want more activities, think about basing yourself here and setting off on some day tours from Windsor.
Is it worth booking a vacation package to Windsor?
It's no wonder a Windsor vacation is on the must-do list of many travelers. Major attractions like Mermaid Theatre of Nova Scotia are just the beginning of things to keep you busy here.
How to find the best Windsor package deals?
Use Expedia's filters to find some tempting Windsor package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Windsor package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Windsor vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can customize your Windsor getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Windsor?
If you've got your Windsor travel dates finalized, book early to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Windsor?

  1. Choose when to travel: Check your calendar and get packing. Your preferred season and the type of activities available will also help you decide when to escape to Windsor.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will probably be the biggest expense during your trip to Windsor.
  3. Determine how many days away: Start by listing all the activities and sights you'd like to experience in Windsor. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Windsor vacation package that brings all your bookings together.

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