Windsor Vacation Packages

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Your Windsor Vacation

When you book a vacation package to Windsor, all the organizing 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 vacation to Windsor to suit your travel style, whatever that may look like.

Top Windsor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Nicklin House
Parkside Flat #5 - Seacliff Beach Suites
Windsor Manor
Dream BNB Estate Inn and Retreat House
Comfort Inn & Suites Ambassador Bridge

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 and around Windsor

Windsor is an ideal destination for romantic getaways, family outings, and city-themed vacations. Visitors can enjoy a range of activities, including educational experiences, a fun-filled water park, and captivating theatre performances. Don't miss the chance to indulge in golf vacations and create lasting memories with loved ones in this vibrant city.

Shopping

The nearest shopping destination is Devonshire Mall, where you can enjoy a mix of high street fashion, entertainment, and local eateries. If you're up for a drive, consider visiting the nearby Tecumseh Mall for more retail options and unique finds.

Recreation

Experience a round of golf amidst the serene landscapes at Ambassador Golf Club, indulge in captivating performances at Chrysler Theatre for a taste of culture, or unwind at Seacliff Park, where you can enjoy peaceful walks and relaxation just 48.3km from Windsor.

Adventure

Experience splashes of fun at Adventure Bay Family Water Park, where thrilling slides and wave pools await. For outdoor adventure, hike the scenic trails of Mic Mac Park and East Riverside Park, immersing yourself in nature while enjoying stunning views along the way.

Nightlife

Windsor's nightlife is vibrant, featuring lively bars along Ouellette Avenue and Riverside Drive. Enjoy live music at The Windsor Beer Exchange or dance at The Essex. For a unique experience, visit The Green Room for craft cocktails and a laid-back atmosphere, perfect for unwinding after a day of exploration.

*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 adventures. Visitors can explore a variety of attractions, including charming streets, urban parks, and entertainment arenas. The city's points of interest cater to those seeking both family-friendly activities and outdoor experiences, providing a perfect blend of city life and leisure for every type of traveller.

  • Detroit Windsor Tunnel: Experience the hustle and bustle of city life as you traverse the Detroit Windsor Tunnel, a vital connection between Canada and the United States. This underground route offers a unique perspective on urban infrastructure, immersing you in the vibrant atmosphere of Windsor.
  • Ambassador Bridge: As one of the most iconic structures in the region, the Ambassador Bridge embodies historical significance and cultural ties. Stroll along its vicinity and take in stunning views of the Detroit River while learning about its storied past.
  • University of Windsor: Explore the beautiful campus of the University of Windsor, where history meets modern academia. Enjoy the cultural vibe and various art installations that enrich the student experience, making it a lively place to visit.

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.

Ready to book your vacation to Windsor?

 

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Windsor Hotel Deals

Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is CA $152 per night from Sep 2 to Sep 3
CA $152
CA $211 total
Sep 2 - Sep 3
includes taxes & fees
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 CA $144 per night from Sep 7 to Sep 8
CA $144
CA $172 total
Sep 7 - Sep 8
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 CA $148 per night from Sep 4 to Sep 5
CA $148
CA $182 total
Sep 4 - Sep 5
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.

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.