8 days in Windsor & Kingsville Itinerary

8 days in Windsor & Kingsville Itinerary

Created using Inspirock Ontario planner

Plan created by another user. Make it yours
Drive
1
Windsor
— 3 nights
Drive
2
Kingsville
— 4 nights
Drive

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3
nights
Windsor

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.

Things to do in Windsor

Breweries & Distilleries · Parks · Tours · Historic Sites
Find places to stay Oct 11 — 14:

4
nights
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. There's still lots to do: pick up some local products at Lee & Maria's, do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant, walk around Lakeside Park, and take an in-depth tour of Canadian Transportation Museum & Heritage Village.

For reviews, other places to visit, more things to do, and tourist information, read our Kingsville trip itinerary maker site.

Traveling by car from Windsor to Kingsville takes an hour. In October, plan for daily highs up to 19°C, and evening lows to 9°C. Wrap up your sightseeing on the 18th (Sun) early enough to travel back home.

Things to do in Kingsville

Wineries · Parks · Nature · Tours

Side Trips

Find places to stay Oct 14 — 18: