5 days in Kingsville & Windsor Itinerary

5 days in Kingsville & Windsor Itinerary

Created using Inspirock Ontario sightseeing planner

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Make it your trip
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Kingsville
— 2 nights
Drive
2
Windsor
— 2 nights

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Kingsville

— 2 nights
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 4th (Fri): look for gifts at Cindy's Home & Garden, browse the fresh offerings at Lee and Maria's, then have some family-friendly fun at Colasanti's Tropical Gardens, and finally learn about winemaking at Aleksander Estate Winery. On your second day here, get engrossed in the history at Canadian Transportation Museum & Heritage Village, learn about winemaking at Cooper's Hawk Vineyards and The Vines Restaurant, do a tasting at Oxley Estate Winery, then learn about winemaking at Viewpointe Estate Winery, and finally walk around Lakeside Park.

To see traveler tips, more things to do, maps, and more tourist information, go to the Kingsville online trip itinerary builder.

The Route module can give you travel options from your home to Kingsville. In December, daytime highs in Kingsville are 1°C, while nighttime lows are -3°C. Finish your sightseeing early on the 6th (Sun) to allow enough time to drive to Windsor.

Things to do in Kingsville

Wineries · Shopping · Fun & Games · Museums

Side Trip

Find places to stay Dec 4 — 6:

Windsor

— 2 nights
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Your day by day itinerary now includes Craft Heads Brewing Company, Canadian Historical Aircraft Association and Dieppe Gardens. Explore the numerous day-trip ideas around Windsor: Canadian Transportation Museum & Heritage Village (in Kingsville) and Harrow (Oxley Estate Winery & Cooper's Hawk Vineyards and The Vines Restaurant). And it doesn't end there: walk around Jackson Park, gain insight at Ojibway Nature Centre, contemplate the long history of Willistead Manor, and don't miss a visit to Windsor Riverfront.

For reviews, photos, more things to do, and tourist information, you can read our Windsor trip itinerary maker tool.

You can drive from Kingsville to Windsor in an hour. Another option is to drive. In December, daily temperatures in Windsor can reach 2°C, while at night they dip to -4°C.

Things to do in Windsor

Breweries & Distilleries · Historic Sites · Parks · Museums

Side Trips

Find places to stay Dec 6 — 8: