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.

Windsor Holiday Packages, Discover the Best | Explore & Book Now

Top Windsor Flight + Hotel Deals

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

The Sutton Place Hotel Halifax

Downtown Halifax

£1,236

per person

21 Sept - 25 Sept

found 1 day ago

Return direct flight included

Dublin (DUB) to Halifax (YHZ)

9.6/10 Exceptional! (2,169 reviews)

We were charged three different rates for three nights. Booked through Expedia ???

Reviewed on 11 Jul 2026

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

Save 100% on your flight

£2,783

per person

10 Aug - 14 Aug

found 1 day ago

Return flight included

Dublin (DUB) to Halifax (YHZ)

10/10 Exceptional! (6 reviews)

Brought the family on a little east coast getaway and couldn't ask for a better location to return to and unwind in the evenings. Spectacular views on a peaceful cove with every accommodation you could ever need. Exceptional, absolutely loved it!

Reviewed on 22 Jun 2026

Coastal Inn Halifax

£1,499

per person

29 Aug - 5 Sept

found 15 hours ago

Return flight included

Bristol (BRS) to Halifax (YHZ)

8.6/10 Excellent! (1,007 reviews)

Good

Reviewed on 11 Jul 2026

Chateau Bedford, Trademark Collection by Wyndham

Birch Cove

£1,544

per person

29 Aug - 5 Sept

found 15 hours ago

Return flight included

Bristol (BRS) to Halifax (YHZ)

9.2/10 Wonderful! (2,170 reviews)

Very well maintained with a great breakfast!

Reviewed on 11 Jul 2026

Sandman Signature Dartmouth Hotel & Suites

£1,511

per person

29 Aug - 5 Sept

found 15 hours ago

Return flight included

Bristol (BRS) to Halifax (YHZ)

9.4/10 Exceptional! (2,594 reviews)

Great hotel, well located. Confortable clean room. I found the bed perfect, my husband found it too soft. The jets on the hot tub were not working but enjoyed the hot water and the pool. Room was quiet but could hear the kids upstairs running in the room, did not affect our stay but I had hotel rooms that were more sound proof. Loved the vibe and artwork that were throughout the hotel

Reviewed on 9 Jul 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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	28.4°F (-2.0°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	27.5°F (-2.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
March	32.0°F (0.0°C)	Light Rain	Mostly Cloudy	Average	Average
April	40.3°F (4.6°C)	Light Rain	Mostly Cloudy	Average	Average
May	48.4°F (9.1°C)	Light Rain	Mostly Cloudy	Average	Average
June	56.5°F (13.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	64.8°F (18.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	66.4°F (19.1°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	61.3°F (16.3°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	52.5°F (11.4°C)	Light Rain	Mostly Sunny	Average	Average
November	43.0°F (6.1°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
December	34.9°F (1.6°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly 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.

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

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

494 King St Windsor NS

£138

19 Jul - 20 Jul

includes taxes & fees

10/10 Exceptional! (186 reviews)

"We stayed in Room 7, a big beautiful room with a comfy King bed. There were two luggage racks and a rack on the wall for our hanging clothes. We had a view. The bathroom is also beautiful and large, well appointed with towels, robes, soaps, even bath salts. The tub was sparkling clean and new looking. ..."

Reviewed on 7 Jul 2026

Gateway to Annapolis Valley | Windsor Studio Suite

Windsor NS

£129

22 Jul - 23 Jul

includes taxes & fees

Stylish Windsor Suite Near Wineries & Fundy Coast

Windsor NS

£150

2 Aug - 3 Aug

includes taxes & fees

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.

Stay near popular Windsor attractions