4 days in Windsor Itinerary

4 days in Windsor Itinerary

Created using Inspirock Windsor tour planner

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Windsor
— 3 nights

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Windsor

— 3 nights
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Explore hidden gems such as Via Italia and Windsor Crossing Premium Outlets. Shop till you drop at Old Dutch Guys Chocolate and Walkerville Artist Co-op. Get out of town with these interesting Windsor side-trips: Black Bear Farms of Ontario Estate Winery (in Kingsville) and Harrow (Oxley Estate Winery, Cooper's Hawk Vineyards and The Vines Restaurant, &more). There's much more to do: walk around Jackson Park, steep yourself in history at Willistead Manor, get engrossed in the history at Mackenzie Hall, and get to know the fascinating history of Olde Walkerville Neighborhood.

For photos, traveler tips, reviews, and tourist information, you can read our Windsor road trip planner.

In December, plan for daily highs up to 2°C, and evening lows to -4°C.

Things to do in Windsor

Wineries · Shopping · Historic Sites · Parks

Side Trips

Find places to stay Dec 18 — 21: