Windsor Holidays from £693

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Your Windsor Holiday

Create a custom holiday package to Windsor and start looking forward to your next great adventure. Consider staying in the neighbourhood 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, Avon River Heritage Society Museum and Mermaid Theatre of Nova Scotia. Whatever your travel plans or budget, organising a tailored Windsor holiday is easy with Expedia.

The Latest Windsor Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Sandman Signature Dartmouth Hotel & Suites

Sandman Signature Dartmouth Hotel & Suites

3 out of 5
per person
4 Sept - 9 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Halifax (YHZ)
9.2/10 Wonderful! (1,305 reviews)
shower was a little confusing but overall great stay

Reviewed on 29 Jun 2025

Lux Exec Home HFX Waterfront Pool Hot Tub

Lux Exec Home HFX Waterfront Pool Hot Tub

4.5 out of 5
Save 100% on your flight
per person
4 Sept - 9 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Halifax (YHZ)
10/10 Exceptional! (3 reviews)
The Sutton Place Hotel Halifax

The Sutton Place Hotel Halifax

5 out of 5
Downtown Halifax
per person
7 Aug - 12 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Halifax (YHZ)
9.6/10 Exceptional! (1,682 reviews)
Check in was simple and enjoyable! Room had a lovely view over downtown where everything is within walking distance. Can't wait to return for a longer stay

Reviewed on 29 Jun 2025

Prince George Hotel

Prince George Hotel

4 out of 5
Downtown Halifax
per person
14 Aug - 19 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Halifax (YHZ)
9.4/10 Exceptional! (1,360 reviews)
Excellent Staff, very comfortable room and good location.

Reviewed on 29 Jun 2025

The Barrington Hotel

The Barrington Hotel

3.5 out of 5
Downtown Halifax
per person
4 Sept - 9 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Halifax (YHZ)
7.8/10 Good! (4,172 reviews)
Noticed a stain on the comforter what we slept on, good thing there was a sheet, there was a good amount of dust on the tv and surfaces. Bathroom was clean, and serve was pretty good, when I called they answered. The pool was small and cold, and right beside us is the gym. It’s awkward for both parties cause you can see each other. The glass should at least be blackened out. The building needs to be redone. At least upgrade for the money you’re paying for the rooms.

Reviewed on 30 Jun 2025

Chateau Bedford, Trademark Collection by Wyndham

Chateau Bedford, Trademark Collection by Wyndham

4 out of 5
Birch Cove
per person
7 Aug - 12 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Halifax (YHZ)
9.2/10 Wonderful! (1,926 reviews)
Friendly staff, good breakfast, clean, comfortable rooms

Reviewed on 30 Jun 2025

Windsor Essential Information

Language
English
Currency
Canadian dollars
Population
3,900
Max Temp Winter
2ºC
Max Temp Summer
21ºC
Top Sights
Ski Martock, Smileys Provincial Park and West Hants Historical Society

Our pick of the best Windsor Hotel Deals

The August House
The August House
3.5 out of 5
494 King St, Windsor, NS
Stay at this 3.5-star inn in Windsor. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
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 17 Jun 2025

The August House
Meander In Bed and Breakfast
Meander In Bed and Breakfast
2 out of 5
153 Albert St, Windsor, NS
Stay at this hotel in Windsor. Popular attractions Windsor Hockey Heritage Centre and Mermaid Theatre of Nova Scotia are located nearby.
Meander In Bed and Breakfast
Micro Boutique Living Wolfville
Micro Boutique Living Wolfville
3.5 out of 5
336 Main Street, Wolfville, NS
Stay at this 3.5-star apartment in Wolfville. Enjoy free Wi-Fi, parking (surcharge) and daily housekeeping. Our guests praise the convenient parking and the ...
8.8/10 Excellent! (953 reviews)
"The micro boutique is very well laid out. Great location as well! Safe and close to the town"

Reviewed on 25 Jun 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Windsor holiday with Expedia?
Choose Expedia to arrange your next big escape simply and all in one convenient place. Our top tip for scoring a terrific deal on a Windsor getaway? Bundle your flights, hotel and/or car hire into a package holiday. Then add some awesome tours and activities. Most bookings also include flexible cancellation policies, so there's no need to worry if you have to switch up your travel plans. Round-the-clock help with changing and cancelling your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Windsor?
Windsor can get busy in April, May and July, so if you want to avoid the crowds, travel in January, October and December. To give you an idea of the type of weather you can experience, the daytime average temperature in January, the coolest month in Windsor, is -2ºC. The warmest period here is August, when temperatures hit an average of 19ºC.
What is the top hotel for my holiday in Windsor?
Unwind in Windsor by choosing Super 8 by Wyndham Windsor NS as your gateway to adventure and fun.
How do I get a cheap holiday to Windsor?
Search for flights that fit your schedule, add a hotel to your booking and watch how much you save with a Windsor holiday. It's that simple! From hotels and flights to hire cars and tours, Expedia makes travelling cheap and easy. And with more than 400 airlines and 321,000 properties worldwide to pick from, you won't be short of choice. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Windsor holiday?
Make sure your next holiday in Windsor is an unforgettable one by visiting its major attractions. Ski Martock, Avon River Heritage Society Museum, ontree Fun and Adventure Park and Fort Edward National Historic Site are some of the things worth discovering while you're in this city.
What is the best area to stay in when on holiday in Windsor?
There's so much to do in Windsor, so stay near its top sights and maximise your time sightseeing. Ski Martock is one place to add to your to-do list.
Do I need a visa for my Windsor holiday?
Official government websites have all the information you need on visa requirements, application procedures and any supporting documentation. Your nationality and the reason for your visit, whether it be for work or pleasure, will determine if you'll need a visa for Windsor. Also be sure that your passport is up to date and has a minimum of six months validity remaining after your intended return date. Finalise all your travel planning well ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Windsor holiday?
Though everyone's style differs, it can be useful to have a few guidelines for what kind of clothes to wear during your holiday in Windsor. Consider browsing style blogs before leaving for inspiration on local fashion trends. Take a look at the local weather forecast so you can pack your bags accordingly. The warmest month in Windsor is August, with average daily temperatures of 19ºC. If you're on holiday during the coolest month of January, the mercury averages -2ºC during the day.
What does an Expedia Windsor holiday include?
It all depends on what sort of trip you're thinking about. Windsor holiday deals can include hotels, car hires and flights. You can mix and match to create the bundle that fits your needs. You can also add on experiences and activities after you've booked to pick up even bigger discounts. Private holiday homes and apartments are a couple of the most highly sought-after property types in Windsor. No matter your group size or holiday style, you can count on Expedia for the freedom to tailor your next escape.
Does Expedia offer Book Now, Pay Later Windsor holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book an incredible getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in multiple instalments will make that dream holiday possible.
  • No-deposit holidays: Pressing the "book now" button is easier with this payment plan. With no deposit required for your escape, you can Book Now, Pay Later and start packing your suitcase.

Can I choose my airline with a Windsor Expedia holiday?
Expedia has access to more than 400 partner airlines worldwide, so you definitely can. Simply choose the airline you want and create the perfect Windsor escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.