Windsor Vacations

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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
The price is AED 429 per night from Apr 3 to Apr 4
AED 429
AED 522 total
includes taxes & fees
3 Apr - 4 Apr
9.8/10 Exceptional! (93 reviews)
Amazing place!! Must stay.
"The stay was amazing, very nice personal touches in the room and prior to our arrival. We also had great advice for your adventures around town from the staff."

Reviewed on 28 March 2025

The August House
Old Orchard Inn & Spa
Old Orchard Inn & Spa
4 out of 5
153 Greenwich Rd. South, Exit 11, Highway 101, Wolfville Ridge, NS
The price is AED 566 per night from Apr 3 to Apr 4
AED 566
AED 670 total
includes taxes & fees
3 Apr - 4 Apr
8.2/10 Very Good! (1,000 reviews)
"Great!"

Reviewed on 28 March 2025

Old Orchard Inn & Spa
Slumber Inn
Slumber Inn
3.5 out of 5
5534 Prospect Road, New Minas, NS
Fully refundableReserve now, pay when you stay
The price is AED 431 per night from Apr 6 to Apr 7
AED 431
AED 506 total
includes taxes & fees
6 Apr - 7 Apr
8.6/10 Excellent! (876 reviews)
"Stella at check in went above and beyond to provide local can company phone numbers, bottled water on check in. Thank you!"

Reviewed on 29 March 2025

Slumber Inn
See all 109 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 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 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.

Discover the most popular places to visit in Windsor

Mermaid Theatre of Nova Scotia

You can enjoy a show at Mermaid Theatre of Nova Scotia on your trip to Windsor. You can enjoy the wineries while in the area.

Mermaid Theatre of Nova Scotia

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.

Haliburton House Museum

Fort Edward National Historic Site

You can find out about the history of Windsor when you stop by Fort Edward National Historic Site. You can enjoy the wineries while in the area.

Fort Edward National Historic Site