Windsor Holidays from £526

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Your Windsor Holiday

When you book a holiday package to Windsor, all the organising is taken care of beforehand. This gives you more time to discover some of the best things about this riverfront city, such as its cosmopolitan vibe, diversity and friendly locals. You'll want to sightsee during your trip to Windsor. Carve out some time for big-name attractions such as Detroit Windsor Tunnel, Caesars Casino and Caesars Windsor. Expedia is here to help you escape your routine. Tailor your holiday to Windsor to suit your travel style, whatever that may look like.

Top Windsor Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Travelodge by Wyndham Windsor
Motel 6 Windsor, ON

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

Windsor offers a delightful blend of activities perfect for romantic getaways and family vacations. Enjoy a visit to the renowned Legoland Windsor, which promises an exciting staycation filled with educational fun. You can also explore the local theatre scene and unwind at the water park. With its vibrant city atmosphere, Windsor is sure to provide a memorable experience for every tourist.

Shopping

If you're up for a drive, head to Devonshire Mall, a vibrant shopping centre in Windsor offering a mix of entertainment and family-friendly vibes. You'll find a variety of shops perfect for gifts and souvenirs, making it a delightful stop during your visit.

Recreation

At the Ambassador Golf Club, enjoy a day on the greens surrounded by natural beauty, perfect for relaxation and fresh air. Chrysler Theatre offers cultural experiences with romantic performances, while Landmark Cinemas Windsor provides family-friendly entertainment, making it ideal for a leisurely evening out.

Adventure

At Adventure Bay Family Water Park in Windsor, enjoy exhilarating water slides and splash zones, perfect for families seeking fun and excitement. Explore the scenic Mic Mac Park Walking Trails for a refreshing hike surrounded by nature, or venture along the East Riverside Park Trails to soak in stunning riverside views.

Nightlife

Windsor's nightlife is vibrant, featuring an array of bars and clubs. Visit The Cook's Shop for a lively atmosphere and exquisite cocktails. For dancing, head to The Lounge at Caesars Windsor, where you can enjoy live entertainment and a lively crowd.

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

Find the best attractions in Windsor

Windsor, Ontario, offers a delightful blend of romantic and family-friendly attractions, making it ideal for city-themed vacations. Visitors can explore urban parks, entertainment arenas, and notable sites such as Windsor Great Park, Windsor Castle, Royal Windsor, and Windsor Racecourse. Whether you seek outdoor experiences or engaging city adventures, Windsor has something for everyone.

  • The Colosseum: Experience the vibrant atmosphere of this premier entertainment venue in Windsor, hosting everything from concerts to sports events. It's a perfect spot for families seeking thrilling entertainment and unforgettable memories.
  • Art Gallery of Windsor: Immerse yourself in the rich cultural scene at this esteemed arts centre, showcasing a diverse collection of Canadian and international art. The gallery offers a tranquil space for art enthusiasts and casual visitors alike to appreciate creativity.
  • Detroit Windsor Tunnel: Travel through this iconic underground route connecting Windsor and Detroit. The tunnel provides a unique urban experience, allowing you to marvel at the engineering while enjoying views of the bustling city life on both sides.

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 with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.3°F (-3.7°C)Light RainMostlySlightly LowSlightly Low
February26.2°F (-3.2°C)Light RainMostlySlightly LowSlightly Low
March36.3°F (2.4°C)Light RainMostlyAverageSlightly Low
April46.8°F (8.2°C)Light RainMostly SunnyAverageAverage
May59.4°F (15.2°C)Light RainMostly SunnySlightly HighAverage
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 SunnyAverageSlightly 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 RainMostlySlightly LowAverage

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 (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.

Windsor Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Windsor Airport (YQG)
Population
278,000
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Adventure Bay Family Water Park, Walkerville Brewery and Chrysler Theatre

Top hotels in Windsor

Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is £113 per night from 1 Sept to 2 Sept
£113
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (3,063 reviews)
"."

Reviewed on 27 Aug 2025

Caesars Windsor
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 £93 per night from 7 Sept to 8 Sept
£93
7 Sept - 8 Sept
includes taxes & fees
Holiday Inn Express Windsor Waterfront by IHG
Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG

3.5 out of 5
1855 Huron Church Road, Windsor, ON
Fully refundable
The price is £98 per night from 3 Sept to 4 Sept
£98
3 Sept - 4 Sept
includes taxes & fees
Holiday Inn & Suites Windsor Ambassador Bridge 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.

Popular places to visit

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. Flight-inclusive packages are ATOL protected.