Windsor Holidays from AU$4,160

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Your Windsor Holiday

Let our holiday packages to Windsor inspire your next great escape. You'll find lots to love about this interesting city, starting with the neighbourhood of Gaspereau, which is good for watersports and views. Fill up your itinerary with visits to Ski Martock, Avon River Heritage Society Museum and Ontree Fun and Adventure Park, some of the top attractions you just have to see during a trip to Windsor. A couple of clicks is all it takes to craft a tailored Windsor holiday on Expedia.

The Latest Windsor Holiday Deals

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

Surfside Inn

3 out of 5
per person
27 Sept - 1 Oct
found 9 hours ago
Return flight included
Gold Coast (OOL) to Halifax (YHZ)
8.8/10 Excellent! (295 reviews)
We could hear the ocean waves through our window, which was lovely. We enjoyed the Nespresso machine as well. This was the honey moon suite. Great for walking to Queensland beach for a swim and saw a show at the Shore Club. We will be back!

Reviewed on 6 Jul. 2025

Chateau Bedford, Trademark Collection by Wyndham

Chateau Bedford, Trademark Collection by Wyndham

4 out of 5
Birch Cove
per person
27 Sept - 1 Oct
found 9 hours ago
Return flight included
Gold Coast (OOL) to Halifax (YHZ)
9.2/10 Wonderful! (1,926 reviews)
Very clean and comfy room. Staff was also very nice and helpful. Only thing I think could be improved is the variety and overall quality of the breakfast.

Reviewed on 7 Jul. 2025

Comfort Hotel Bayer's Lake

Comfort Hotel Bayer's Lake

2.5 out of 5
per person
27 Sept - 1 Oct
found 9 hours ago
Return flight included
Gold Coast (OOL) to Halifax (YHZ)
9.4/10 Exceptional! (1,005 reviews)
I had a flight from Calgary cancelled and then 2 more delays after the cancellation. They were super booked my first night wasn’t the greatest, it wasn’t because of the staff it was because I’m an extremely light sleeper and I was near the lobby on the main floor, I heard everything. I requested a new room, to which they gave. Family and I went out to visit family and grabbed a bite to eat. When I got back to my room, there was a note telling me they were sorry for my travel experience, etc., and to open the fridge. They left us a beautiful charcuterie board along with cheesecake and a brownie! It was awesome; they really went above and beyond to make our experience better! The breakfast was good, rooms are very clean, staff is amazing! I will be back the next time I’m in Halifax. I would have booked again last night and tonight (July 4&5 2025) but they were booked solid!

Reviewed on 5 Jul. 2025

Halifax Tower Hotel & Conference Centre, Ascend Hotel Collection

Halifax Tower Hotel & Conference Centre, Ascend Hotel Collection

4.5 out of 5
per person
27 Sept - 1 Oct
found 9 hours ago
Return flight included
Gold Coast (OOL) to Halifax (YHZ)
9.6/10 Exceptional! (626 reviews)
Beautiful property. So much natural light. Right off the highway. Great breakfast and restaurant on the ground floor. Have stayed twice and would stay again.

Reviewed on 7 Jul. 2025

Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
per person
27 Sept - 1 Oct
found 9 hours ago
Return flight included
Gold Coast (OOL) to Halifax (YHZ)
8.6/10 Excellent! (1,005 reviews)
Over all it Good no complaints yet !

Reviewed on 7 Jul. 2025

Windsor Holiday

Windsor Essential Information

Language
English
Currency
Canadian dollars
Population
3,900
Max Temp Winter
2ºC
Max Temp Summer
21ºC
Top Sights
Ski Martock, Avon River Heritage Society Museum and Haliburton House Museum

Our pick of the best Windsor Hotel Deals

The August House
The August House
3.5 out of 5
494 King St, Windsor, NS
9.8/10 Exceptional! (104 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 17 Jun. 2025

Get rates
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
Micro Boutique Living Wolfville
Micro Boutique Living Wolfville
3.5 out of 5
336 Main Street, Wolfville, NS
Fully refundableReserve now, pay when you stay
The price is AU$183 per night from 20 July to 21 July
AU$183
20 July - 21 July
includes taxes & fees
8.8/10 Excellent! (961 reviews)
"Very convenient. Walking distance to all areas. Easy check in and out"

Reviewed on 2 Jul. 2025

Micro Boutique Living Wolfville
See all 117 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Windsor holiday package cost?
You can pick up a holiday package to this top destination from AU$4,160 on Expedia. However, how much your holiday 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 holiday packages. Travelling in quieter months means you can typically find better prices on hotels and flights.
How many days is enough for Windsor?
For your Windsor holiday, 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 holiday package to Windsor?
It's no wonder a Windsor holiday is on the must-do list of many travellers. 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 holiday package well in advance.
Is it cheaper to book a Windsor holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and hotels individually. Better still, you can customise 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 holiday 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 holiday 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.