Windsor Holidays from £2,849

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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.
Coastal Inn Halifax

Coastal Inn Halifax

£2,849
per person
27 Oct - 31 Oct
found 1 day ago
Return flight included
London (LON) to Halifax (YHZ)
8.6/10 Excellent! (1,009 reviews)
The room we stayed in had been recently renovated and met our needs well except for the curtains that did not close over the external door. The breakfast was dismal sadly.

Reviewed on 26 Sept 2026

Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse

Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse

£3,379
per person
27 Oct - 31 Oct
found 1 day ago
Return flight included
London (LON) to Halifax (YHZ)
10/10 Exceptional! (7 reviews)
Beautiful property, definitely would recommend.

Reviewed on 9 Aug 2026

Brewery Park Hotel

Brewery Park Hotel

North End
£2,951
per person
27 Oct - 31 Oct
found 1 day ago
Return flight included
London (LON) to Halifax (YHZ)
9/10 Wonderful! (281 reviews)
While the property offered reasonable accommodation, it is not a hotel. There are no services, amenities or support on site and was operated more like a studio apartment for rent. It was clean, reasonably maintained and had some kitchen equipment but I am not sure why it needed a full size dishwasher when there was no stove or microwave to cook with. The supplied 4 cups, glasses and plates would never fill it! The main issue with the place was parking. It was a nightmare and really impacted our trip. There is parking outside the hotel but it is limited to 1 hour. Neighboring streets are 2 hours, plenty of business lots but all restricted with threats of towing, we could not even find a paying lot anywhere close. We messaged the front desk to ask for suggestions and no one ever replied. We spend most of our 4 days trying to work out where to leave the car and then street cleaning added an extra complication. We ended up with a parking ticket and seriously considered leaving a day early because of the hassle. Decent accommodation but they should come to an agreement with a local business to use underutilized parking lots.

Reviewed on 25 Sept 2026

The Lord Nelson Hotel & Suites

The Lord Nelson Hotel & Suites

Downtown Halifax
£2,949
per person
27 Oct - 31 Oct
found 1 day ago
Return flight included
London (LON) to Halifax (YHZ)
9.2/10 Wonderful! (2,639 reviews)
Everything was great and the situation of the hotel was very convenient for station and restaurants and sights

Reviewed on 26 Sept 2026

Residence Inn by Marriott Halifax Downtown

Residence Inn by Marriott Halifax Downtown

Downtown Halifax
£3,138
per person
27 Oct - 31 Oct
found 1 day ago
Return flight included
London (LON) to Halifax (YHZ)
8.4/10 Very good! (1,001 reviews)
Très propre, bel accueil, tranquille.

Reviewed on 24 Sept 2026

Things to do in and around Windsor

Windsor, Nova Scotia offers a delightful mix of family-friendly activities and outdoor adventures. Visitors can explore shopping centres and malls, enjoy an exciting treasure hunt, and experience the fun of indoor attractions. For families, there's also the possibility of a fantastic staycation at Legoland Windsor, making it an ideal destination for both relaxation and entertainment.

Shopping

In Windsor, you can shop for gifts at local boutiques and markets. If you're up for a drive, the Wolfville Farmers Market, 20.9km away, offers a vibrant atmosphere. The Hubbards Farmer's Market, 40.2km away, and Tantallon Plaza, 38.6km away, provide a mix of family-friendly shopping experiences.

Recreation

Experience the charm of the Mermaid Theatre of Nova Scotia, where cultural performances ignite romance and family fun. For outdoor enthusiasts, Avon Valley Golf and Country Club offers invigorating sports amidst beautiful landscapes. Alternatively, unwind at Reservoir Park, a serene spot perfect for relaxation and wellness activities.

Adventure

Experience exhilarating skiing at Ski Martock, located 6.4km from Windsor, where you can enjoy thrilling slopes and sports vibes. For an adrenaline rush, visit Ontree Fun and Adventure Park, also 6.4km away, featuring an exciting zipline and ropes course amidst beautiful outdoor scenery.

Nightlife

Windsor's nightlife offers a charming blend of pubs and live music. Visit the Kings Arms Pub for a relaxed atmosphere and local brews. For vibrant live performances, check out the Royal Canadian Legion, where you can enjoy entertainment and mingle with friendly locals.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Windsor

Windsor, Nova Scotia, is an ideal destination for families and outdoor enthusiasts, boasting attractions such as picturesque lakes, a history museum, and a historic university. Visitors can enjoy romantic experiences and outdoor adventures, with highlights including the Royal Windsor, Windsor Racecourse, and nearby Legoland Windsor Resort. This charming town offers a delightful blend of history and leisure, ensuring a memorable vacation for all types of travellers.

  • Haliburton House Museum: Step back in time at Haliburton House Museum, a beautifully preserved historic home showcasing the life and works of Nova Scotia’s celebrated author, Thomas Haliburton. Immerse yourself in the rich culture and heritage of the area while exploring period furnishings and engaging exhibits.
  • Fort Edward National Historic Site: Visit Fort Edward National Historic Site, a pivotal military fortification from the French and Indian War. Wander through its grounds and learn about the fort’s strategic importance, all while enjoying stunning views of the surrounding landscapes and deepening your understanding of local history.
  • Windsor Hockey Heritage Centre: Celebrate Canada’s passion for hockey at the Windsor Hockey Heritage Centre. This sports museum features fascinating exhibits on local legends and the sport’s history, making it an essential stop for both sports enthusiasts and history buffs.

Best time to go to Windsor

The best time to visit Windsor is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. February is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.4°F (-2.0°C)Light RainMostly CloudyAverageSlightly Low
February27.5°F (-2.5°C)Light RainMostly CloudySlightly LowAverage
March32.0°F (0.0°C)Light RainMostly CloudyAverageAverage
April40.3°F (4.6°C)Light RainMostly CloudyAverageAverage
May48.4°F (9.1°C)Light RainMostly CloudyAverageAverage
June56.5°F (13.6°C)Light RainMostly SunnyAverageSlightly High
July64.8°F (18.2°C)Light RainMostly SunnySlightly HighSlightly High
August66.4°F (19.1°C)Light RainMostly SunnySlightly HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnySlightly HighAverage
October52.5°F (11.4°C)Light RainMostly SunnyAverageAverage
November43.0°F (6.1°C)Light RainMostly CloudySlightly LowSlightly Low
December34.9°F (1.6°C)Light RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Windsor

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Windsor during the low season (November to January) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

494 King St Windsor NS
£126
14 Oct - 15 Oct
includes taxes & fees
10/10 Exceptional! (231 reviews)
"Everything was wonderful ! This is place is beautifully designed, has a unique aesthetic - we loved our room, the bed, and ...the sauna ! The breakfast was memorable- all offerings healthy and natural ."

Reviewed on 24 Sept 2026

The August House
Gateway to Annapolis Valley | Windsor Studio Suite

Gateway to Annapolis Valley | Windsor Studio Suite

Windsor NS
£131
28 Sept - 29 Sept
includes taxes & fees
9.8/10 Exceptional! (8 reviews)
"Well appointed and equipped with everything we needed. Cafes and bars in walking distance and supermarkets short drive. Parking convenient behind the property. Excellent communication from Dan on all aspects. Would definitely recommend for anyone exploring the area."

Reviewed on 18 Sept 2026

Gateway to Annapolis Valley | Windsor Studio Suite
Stylish Windsor Suite Near Wineries & Fundy Coast

Stylish Windsor Suite Near Wineries & Fundy Coast

Windsor NS
£118
5 Oct - 6 Oct
includes taxes & fees
9.6/10 Exceptional! (4 reviews)
"Thoroughly impressed with this property as a whole"

Reviewed on 28 Aug 2026

Stylish Windsor Suite Near Wineries & Fundy Coast
See all 167 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.
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Stay near popular Windsor attractions

Trecothic Creek and Windsor Railway

You can spend an afternoon studying the exhibits at Trecothic Creek and Windsor Railway during your trip to Windsor. You can enjoy the wineries while in the area.
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Haliburton House Museum

9.0/10 (2 reviews)
You can spend time browsing the exhibits at Haliburton House Museum in Windsor. You can enjoy the wineries while in the area.
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West Hants Historical Society

7.0/10 (4 reviews)
You can spend time exploring the galleries in West Hants Historical Society in Windsor. You can enjoy the wineries while in the area.
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Shand House Museum

10.0/10 (1 review)
You can spend time exploring the galleries in Shand House Museum during your travels in Windsor. You can enjoy the wineries while in the area.
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Windsor Hockey Heritage Centre

9.0/10 (2 reviews)
You can spend an afternoon studying the exhibits at Windsor Hockey Heritage Centre during your travels in Windsor. You can enjoy the wineries while in the area.
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Mermaid Theatre of Nova Scotia

7.0/10 (2 reviews)
You can make plans for a show at Mermaid Theatre of Nova Scotia during your stay in Windsor. You can enjoy the wineries while in the area.
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Fort Edward National Historic Site

8.8/10 (3 reviews)
You can find out about the history of Windsor with a stop at Fort Edward National Historic Site. You can enjoy the wineries while in the area.
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Dill's Atlantic Giant Pumpkin Farm

Enjoy an outing to Dill's Atlantic Giant Pumpkin Farm during your stay in Windsor. Stroll along the riverfront or experience the area's museums.
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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.

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* 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.