Windsor Trip

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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

Things to do in Windsor

Shopping

Experience shopping at Devonshire Mall, a vibrant hub in Windsor featuring a mix of retail and entertainment options. If you're up for a drive, check out the nearby Tecumseh Mall for even more shopping variety, offering a range of stores to suit all tastes.

Recreation

The Chrysler Theatre offers a cultural escape with captivating performances, perfect for family outings or romantic evenings. For outdoor enthusiasts, the Ambassador Golf Club provides a tranquil setting for a round of golf amidst lush landscapes. Don’t miss the Landmark Cinemas for a delightful film experience with loved ones.

Adventure

Experience thrilling water slides and wave pools at Adventure Bay Family Water Park, perfect for family fun. For outdoor enthusiasts, hike the scenic Odette Sculpture Park Walking Trail and East Riverside Park Trails, where stunning natural views await you amidst the adventure and fresh air of Windsor.

Nightlife

Windsor's nightlife is vibrant and diverse. Visit The Bull & Barrel Urban Saloon for a lively atmosphere and live music. For a more relaxed evening, try the Craft Head Brewery, where you can enjoy unique local brews. Don't miss the dazzling views along the waterfront for a perfect 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 an ideal destination for romantic getaways, family vacations, and urban exploration. Visitors can enjoy various attractions, including the picturesque Windsor Castle, the serene Royal Windsor, and the expansive Windsor Great Park. For those seeking entertainment, the Windsor Racecourse offers an exciting experience. Whether you're looking for family fun, city adventures, or outdoor activities, Windsor provides a diverse range of experiences to cater to every traveller's desires.

  • University of Windsor: This historic institution boasts a vibrant campus that reflects a rich tapestry of culture and education. Visitors can enjoy its beautiful architecture, engaging art installations, and the lively atmosphere created by students and faculty alike, making it a perfect spot for a leisurely stroll.
  • Detroit Windsor Tunnel: This unique underground passage connects Windsor to Detroit, providing a fascinating glimpse into city life. As you traverse the tunnel, you’ll experience a sense of adventure while enjoying striking views of the city skyline above, enhancing your urban exploration.
  • Ambassador Bridge: An iconic symbol of trade and connection, this historic bridge offers stunning views of the Detroit River. Its impressive structure and cultural significance make it a remarkable site for photography and appreciating the engineering marvels of the region.

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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Windsor during the low season (January to March) 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.

Top hotels in Windsor

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 ₹7,403 per night from 8 Jul to 9 Jul
₹7,403
₹8,868 total
8 Jul - 9 Jul
includes taxes & fees
8.2/10 Very good! (1,070 reviews)
"Our room was incredible, staff was very nice and helpful…the pool and hot tub were not up and running and we were really looking forward to using those and we weren’t overly impressed with the next door hotel’s pool that they kindly were going to let us use, so we didn’t. Views, location and price ..."

Reviewed on 5 Jul 2026

Best Western Plus Waterfront Hotel
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 ₹5,298 per night from 13 Jul to 14 Jul
₹5,298
₹8,022 total
13 Jul - 14 Jul
includes taxes & fees
8.6/10 Excellent! (3,279 reviews)
"Large clean room"

Reviewed on 4 Jul 2026

Caesars Windsor - A Caesars Rewards Destination
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 ₹9,657 per night from 13 Jul to 14 Jul
₹9,657
₹11,566 total
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (1,405 reviews)
"The didn't have available parking after we paid for parking."

Reviewed on 4 Jul 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.

Stay near popular Windsor attractions

Frequently asked questions

How much does a Windsor holiday package cost?
You'll find cheap prices on Expedia for your Windsor getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Windsor costs.
What are the cheapest months to go to Windsor?
If you're looking to snag a cheap Windsor holiday package, consider visiting in January, February and April. You'll generally find lower rates on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How many days is enough for Windsor?
To fully enjoy your Windsor holiday, we suggest staying for 2 days. Split your time between discovering Chrysler Theatre, Walkerville Brewery and other well-known attractions, as well as experiencing neighbourhoods like East Windsor and Walkerville. If you've got some time to spare, include a day trip in your Windsor holiday itinerary.
Is it worth booking a holiday package to Windsor?
Windsor offers everything you need for an unforgettable getaway. Get your Windsor holiday off to a flying start by checking out top attractions like Adventure Bay Family Water Park.
How to find the best Windsor package deals?
Landing a cheap Windsor package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Windsor package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Windsor holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still have the freedom to create a customised Windsor holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Windsor?
If you're considering a spontaneous Windsor getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Windsor?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Windsor.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and food to flights and experiences. Your accommodation will probably be the largest expense during your trip to Windsor.
  3. Decide how long to go for: Now that you know more about Windsor, you can work out the perfect length of your break. Pull together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Windsor holiday package that brings all your bookings together.

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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.