Windsor Holidays from £705

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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.

Top Windsor Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Barrington Hotel
Lux Exec Home HFX Waterfront Pool Hot Tub
Chateau Bedford, Trademark Collection by Wyndham
Cambridge Suites Hotel
Prince George Hotel

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

Top hotels in Windsor

The August House

The August House

3.5 out of 5
494 King St, Windsor, NS
9.8/10 Exceptional! (116 reviews)
"Great stay, clean room, welcoming breakfast"

Reviewed on 7 Aug 2025

The August House
Meander In Bed and Breakfast

Meander In Bed and Breakfast

2 out of 5
153 Albert St, Windsor, NS
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 £146 per night from 10 Aug to 11 Aug
£146
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Pleasant, courteous staff"

Reviewed on 8 Aug 2025

Old Orchard Inn & Spa
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

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.