Windsor Vacation Packages

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Your Windsor Vacation

Create a custom vacation package to Windsor and start looking forward to your next great adventure. Consider staying in the neighborhood 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, organizing a tailored Windsor vacation is easy with Expedia.

Top Windsor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
South West Mermaid Inn
Sandman Signature Dartmouth Hotel & Suites
White Point Beach Resort
Red George Inn and Suites
Oak Island Resort & Conference Centre

Things to do near Windsor

Windsor, Nova Scotia, offers a delightful mix of family-friendly activities and outdoor adventures. Enjoy beach vacations, cultural explorations, and brewery tours, or indulge in sensational entertainment. For those who love shopping, the local shopping centre and mall provide a variety of options. Golf enthusiasts will also find excellent courses to play. Whether you're seeking relaxation or adventure, Windsor has something for everyone.

Shopping

In Windsor, you can shop at local boutiques and gift shops for unique souvenirs. If you're up for a drive, Hennigar's Farm Market is 22.5km away, and Tantallon Plaza is 38.6km away, offering a variety of local goods and family-friendly shopping experiences.

Recreation

At Avon Valley Golf and Country Club, enjoy a round of golf surrounded by beautiful landscapes, perfect for sports enthusiasts. Reservoir Park offers a serene retreat for relaxation and wellness, ideal for unwinding in nature. For more golfing, Ken-Wo Golf Club provides stunning outdoor vibes and challenging courses.

Adventure

Experience the thrill of skiing at Ski Martock, located 6.4km from Windsor, where you can enjoy the snowy slopes and vibrant sports atmosphere. For an adrenaline rush, visit Ontree Fun and Adventure Park, also 6.4km away, and conquer their exciting zipline and ropes course amidst nature.

Nightlife

Windsor's nightlife offers a vibrant blend of local pubs and live music. Visit the King's Arms Pub for a cozy atmosphere and great craft beers. For dancing and lively entertainment, check out the popular Windsor Legion, where community spirit thrives and local bands often perform.

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

Find the best attractions in and around Windsor

Windsor, Nova Scotia, offers a delightful mix of family-friendly and outdoor experiences, perfect for a vacation. Explore scenic lakes, fascinating history museums, and historic colleges. For a romantic outing or beach day, consider visiting Windsor Island or attending the Windsor Festival. Don't miss the charming Windsor Castle, adding a touch of history to your trip. Enjoy the diverse attractions that cater to both adventure seekers and culture enthusiasts alike.

  • Haliburton House Museum: Step into the past at Haliburton House Museum, a beautifully preserved historical home showcasing 19th-century life in Nova Scotia. Explore period furnishings and captivating exhibits that highlight the region's cultural heritage.
  • Trecothic Creek and Windsor Railway: Experience the charm of a bygone era at Trecothic Creek and Windsor Railway, where you can ride on vintage trains and learn about the history of rail travel in the area. This interactive museum is a delightful journey for all ages.
  • Grand Pre National Historic Site: Discover the poignant history of the Acadian people at Grand Pre National Historic Site, located 19.3km from Windsor. Wander through beautiful landscapes and visit the memorial church to gain insight into Acadian culture and resilience.

Best time to go to Windsor

The best time to visit Windsor can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windsor falls in August, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Windsor falls in February, 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

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Windsor.
  • 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.

Ready to book your vacation to Windsor?

 

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Windsor Hotel Deals

The August House

The August House

3.5 out of 5
494 King St Windsor NS
The price is CA $188 per night from Apr 23 to Apr 24
CA $188
CA $225 total
Apr 23 - Apr 24
includes taxes & fees
9.8/10 Exceptional! (158 reviews)
Beautiful place and one of the best hotel breakfasts ever.

Reviewed on Apr 1, 2026

The August House
Gateway to Annapolis Valley | Windsor Studio Suite

Gateway to Annapolis Valley | Windsor Studio Suite

Windsor NS
Gateway to Annapolis Valley | Windsor Studio Suite
Old Orchard Inn

Old Orchard Inn

4 out of 5
153 Greenwich Rd. South Wolfville Ridge NS
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from May 12 to May 13
CA $199
CA $239 total
May 12 - May 13
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
I truly believe the staff are not happy with their jobs!. Everyone seemed very unhappy!. No smiles at all.. spoke very sternly. It's very odd to see this behavior in Halifax as EVERYONE we dealt with was over the top friendly.. Even in the big city of Halifax.. The hotel there went above and beyond.. ...

Reviewed on Apr 7, 2026

Old Orchard Inn
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.