6 days in Kingsville & Windsor Itinerary

Kingsville is located in Essex County in southwestern Ontario, Canada, and is Canada's southernmost municipality with town status. Kick off your visit on the 13th (Fri): indulge your taste buds at Lee and Maria's, stop by Cindy's Home & Garden, do a tasting at Viewpointe Estate Winery, then learn about winemaking at Oxley Estate Winery, and finally learn about winemaking at North 42 Degrees Estate Winery & Bistro 42. Keep things going the next day: stroll around Lakeside Park, do a tasting at Sprucewood Shores Estate Winery, learn about winemaking at Cooper's Hawk Vineyards and The Vines Restaurant, then get engrossed in the history at Canadian Transportation Museum & Heritage Village, and finally get your game on at Colasanti's Tropical Gardens.

For more things to do, maps, where to stay, and tourist information, refer to the Kingsville journey planning tool.

Use the Route module to see travel options from your home to Kingsville. Expect a daytime high around 9°C in November, and nighttime lows around 1°C. Finish your sightseeing early on the 15th (Sun) to allow enough time to drive to Windsor.

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

Your day by day itinerary now includes Reaume Park, Assumption Park, Willistead Manor, and other attractions you added. Change things up with these side-trips from Windsor: Kingsville (Lakeside Park, Lee and Maria's, &more) and Harrow (Cooper's Hawk Vineyards and The Vines Restaurant, Oxley Estate Winery, &more). The adventure continues: gain some tasty knowledge on a distillery tour, walk around Windsor Sculpture Park, make a trip to Windsor Riverfront, and admire the natural beauty at Dieppe Gardens.

For other places to visit, ratings, more things to do, and tourist information, read our Windsor trip app.

Traveling by car from Kingsville to Windsor takes an hour. Alternatively, you can drive. In November in Windsor, expect temperatures between 10°C during the day and 0°C at night.