2 days in Windsor Itinerary

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

Start off your visit on the 17th (Sat): get to know the fascinating history of Olde Walkerville Neighborhood, gain insight at Ojibway Nature Centre, then don't miss a visit to Windsor Riverfront, then stroll around Jackson Park, and finally savor the flavors at Food & Drink. On your second day here, admire the natural beauty at Dieppe Gardens, steep yourself in history at Willistead Manor, sample the tasty concoctions at Walkerville Brewery, then do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant, and finally learn about winemaking at Oxley Estate Winery.

To see traveler tips, ratings, and more tourist information, you can read our Windsor day trip planning app.

December in Windsor sees daily highs of 36°F and lows of 25°F at night.