8 days in Windsor & Kingsville Itinerary

Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.

Windsor is known for casinos, breweries & distilleries, and parks. Your plan includes some of its best attractions: make a trip to Windsor Riverfront, steep yourself in history at Willistead Manor, wander the streets of Via Italia, and walk around Jackson Park.

To find reviews, other places to visit, and other tourist information, read our Windsor tour planner.

Toronto to Windsor is an approximately 4.5-hour car ride. You can also do a combination of ferry and flight; or take a train. In October in Windsor, expect temperatures between 20°C during the day and 9°C at night. Finish up your sightseeing early on the 14th (Wed) so you can go by car to Kingsville.

Kingsville is located in Essex County in southwestern Ontario, Canada, and is Canada's southernmost municipality with town status. Spend the 15th (Thu) exploring nature at Point Pelee National Park. Next up on the itinerary: browse the fresh offerings at Lee & Maria's, do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant, look for all kinds of wild species at Hillman Marsh Conservation Area, and walk around Lakeside Park.

For reviews, where to stay, other places to visit, and other tourist information, you can read our Kingsville trip planner.

You can drive from Windsor to Kingsville in an hour. October in Kingsville sees daily highs of 19°C and lows of 9°C at night. Finish up your sightseeing early on the 18th (Sun) so you can travel back home.