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. Start off your visit on the 6th (Fri): pick up some local products at Lee and Maria's, look for gifts at Cindy's Home & Garden, learn about winemaking at Viewpointe Estate Winery, then learn about winemaking at Oxley Estate Winery, and finally do a tasting at North 42 Degrees Estate Winery & Bistro 42. Get ready for a full day of sightseeing on the next day: walk around Lakeside Park, do a tasting at Sprucewood Shores Estate Winery, then do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant, then take an in-depth tour of Canadian Transportation Museum & Heritage Village, and finally have some family-friendly fun at Colasanti's Tropical Gardens.

To find maps, other places to visit, where to stay, and more tourist information, you can read our Kingsville trip itinerary tool.

Use the Route module to find suitable travel options from your home destination to Kingsville. In November, daytime highs in Kingsville are 9°C, while nighttime lows are 1°C. Wrap up your sightseeing on the 8th (Sun) to allow 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 McAuliffe Woods Conservation Area, Bert Weeks Memorial Gardens, Reaume Park, and other attractions you added. Explore the numerous day-trip ideas around Windsor: Kingsville (Old Dutch Guys Chocolate, Lee and Maria's, &more) and Harrow (Cooper's Hawk Vineyards and The Vines Restaurant, Oxley Estate Winery, &more). Next up on the itinerary: make a trip to Windsor Riverfront, take a stroll through Via Italia, deepen your understanding at Ojibway Nature Centre, and examine the collection at Canadian Aviation Museum.

To find reviews, traveler tips, where to stay, and other tourist information, you can read our Windsor trip planner.

Getting from Kingsville to Windsor by car takes about an hour. Other options: drive. November in Windsor sees daily highs of 10°C and lows of 0°C at night.