2 days in Kingsville & Windsor Itinerary

2 days in Kingsville & Windsor Itinerary

Created using Inspirock Ontario holiday planner

Make it your trip
Drive
1
Kingsville
— 1 day
Drive
2
Windsor
— 1 night
Fly to Billy Bishop Toronto City, Ferry to Toronto

S M T W T F S
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Kingsville

— 1 day
Kingsville is located in Essex County in southwestern Ontario, Canada, and is Canada's southernmost municipality with town status. Your day by day itinerary now includes Park House Museum, Aleksander Estate Winery and Fort Malden National Historic Site. On the 5th (Sun), do a tasting at Aleksander Estate Winery, examine the collection at Park House Museum, steep yourself in history at Fort Malden National Historic Site, take an in-depth tour of Canadian Transportation Museum & Heritage Village, then learn about winemaking at Oxley Estate Winery, and finally do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant.

For ratings, traveler tips, more things to do, and tourist information, refer to the Kingsville travel route app.

Toronto to Kingsville is an approximately 4-hour car ride. In September, plan for daily highs up to 26°C, and evening lows to 15°C. Finish your sightseeing early on the 5th (Sun) so you can drive to Windsor.

Things to do in Kingsville

Museums · Wineries · Historic Sites · Nature

Side Trips

Find places to stay Sep 5 — 6:

Windsor

— 1 night
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
You've added Malden Park, Assumption Park, Reaume Park, and other attractions to your itinerary. Start off your visit on the 6th (Mon): stroll around Assumption Park, take in nature's colorful creations at Coventry Gardens, walk around Reaume Park, then walk around Malden Park, then wander the streets of Via Italia, and finally get to know the fascinating history of Olde Walkerville Neighborhood.

Plan a Windsor trip in moments using our itinerary builder.

You can drive from Kingsville to Windsor in an hour. In September in Windsor, expect temperatures between 27°C during the day and 15°C at night. Wrap up your sightseeing on the 6th (Mon) to allow time to travel back home.

Things to do in Windsor

Parks · Historic Sites · Neighborhoods · Breweries & Distilleries
Find places to stay Sep 5 — 6: