Windsor Vacations

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Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor

Find the Best Windsor Vacation Packages

Things to do in Windsor

Shopping

For a great shopping experience in Windsor, visit Devonshire Mall, a vibrant center filled with various retail shops, dining options, and entertainment. If you're up for a drive, check out the nearby Tecumseh Mall for additional shopping and local boutiques.

Recreation

At Chrysler Theatre, immerse yourself in captivating performances that blend romance and culture, perfect for a memorable evening. Enjoy the serene outdoors at the Ambassador Golf Club, where you can play a round of golf amid beautiful landscapes. Catch a film with family at Landmark Cinemas Windsor, offering a cozy entertainment experience.

Adventure

At Adventure Bay Family Water Park, enjoy thrilling water slides and wave pools, perfect for family fun and excitement. For outdoor enthusiasts, explore the scenic trails at Odette Sculpture Park and East Riverside Park, where you can hike amidst beautiful landscapes and experience nature's adventure.

Nightlife

In Windsor, explore the vibrant nightlife at venues like Caesars Windsor, known for its casino and live entertainment. Head to Ouellette Avenue for lively bars and clubs, or visit the waterfront for picturesque views and relaxing lounges. Experience local music and dance scenes for a memorable night out.

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

Find the best attractions in Windsor

Windsor, Ontario, is perfect for romantic getaways, city exploration, or family vacations. Visitors can enjoy a variety of attractions, including vibrant streets, urban parks, and entertainment arenas. The city's points of interest cater to those seeking family fun, urban experiences, and outdoor adventures, making it an ideal destination for diverse travelers looking to create lasting memories.

  • Detroit Windsor Tunnel: Experience the vibrant city vibes as you traverse this significant link between Windsor and Detroit. The tunnel offers a unique underground journey that showcases impressive architecture and the bustling atmosphere of two neighboring cities.
  • Ambassador Bridge: This historic bridge is an iconic symbol of culture, connecting Canada and the U.S. Enjoy breathtaking views as you walk across, and learn about its rich history that has played a vital role in trade and travel.
  • University of Windsor: A beautiful historic campus, the University of Windsor offers a blend of culture and education. Explore its stunning architecture and vibrant student life while appreciating its contributions to the community and beyond.

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 July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Windsor falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.3°F (-3.7°C)Light RainMostly CloudySlightly LowSlightly Low
February26.2°F (-3.2°C)Light RainMostly CloudySlightly LowSlightly Low
March36.3°F (2.4°C)Light RainMostly CloudyAverageSlightly Low
April46.8°F (8.2°C)Light RainMostly SunnySlightly LowAverage
May59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
June68.9°F (20.5°C)Light RainMostly SunnyAverageSlightly High
July74.1°F (23.4°C)Light RainMostly SunnySlightly HighAverage
August72.9°F (22.7°C)Light RainMostly SunnySlightly HighSlightly High
September66.6°F (19.2°C)Light RainMostly SunnySlightly HighSlightly High
October54.5°F (12.5°C)Light RainMostly SunnyAverageAverage
November41.9°F (5.5°C)Light RainMostly SunnyAverageAverage
December32.9°F (0.5°C)Light RainMostly CloudyAverageAverage

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 during the off-peak season (typically January to March) for more affordable package holidays to Windsor.
  • 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 Hotel Deals

Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
The price is ¥14,552 per night from Mar 31 to Apr 1
¥14,552
¥20,662 total
Mar 31 - Apr 1
includes taxes & fees
8.6/10 Excellent! (3,205 reviews)
The room was very clean. The beds and pillows were very comfortable. The forum tower was very clean and super quiet. Would definitely stay there again. Front desk staff was very helpful and the check in was very quick. Ypu have a range of different restaurants to choose from.

Reviewed on Mar 1, 2026

Caesars Windsor - A Caesars Rewards Destination
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
The price is ¥10,891 per night from Mar 5 to Mar 6
¥10,891
¥13,045 total
Mar 5 - Mar 6
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
tub had a hair in it and sink faucet leaked like crazy from the handle. the room smelled pretty heavy of bleach. the view was beautiful, was quiet enough, the service was good and efficient

Reviewed on Mar 1, 2026

Best Western Plus Waterfront Hotel
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

2.5 out of 5
33 Riverside Drive East Windsor ON
Fully refundable
The price is ¥17,390 per night from Mar 8 to Mar 9
¥17,390
¥20,830 total
Mar 8 - Mar 9
includes taxes & fees
8.6/10 Excellent! (1,370 reviews)
Location to our event was perfect, friendly Staff, clean rooms and breakfast was great. Recommend and would stay here again if in the area.

Reviewed on Mar 1, 2026

Holiday Inn Express Windsor Waterfront by IHG
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.

Discover the most popular places to visit in Windsor

What to do in Windsor

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