4 days in Windsor Itinerary
4 days in Windsor Itinerary
Created using Inspirock Windsor trip planner
Start: Chicago
Drive
1
Windsor
— 3 nights
Drive
End: Chicago
Thu, May 14 - Sun, May 17
Edit
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14
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See full calendar
3
nights
3
nights

Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.Venture out of the city with trips to Lakeside Park (in Kingsville), Point Pelee National Park (in Leamington) and Sarnia (Artopia Gallery & Framing, Stones 'N Bones Museum, &more). Next up on the itinerary: make a trip to Windsor Riverfront, try your luck at Caesars Windsor, learn about winemaking at Pelee Island Winery, and savor the flavors at Food & Drink.
For more things to do, ratings, where to stay, and other tourist information, refer to the Windsor trip itinerary builder website.
Chicago, USA to Windsor is an approximately 4.5-hour combination of flight and bus. You can also drive; or take a bus. You'll lose 1 hour traveling from Chicago to Windsor due to the time zone difference. In May, daytime highs in Windsor are 70°F, while nighttime lows are 50°F. Finish your sightseeing early on the 17th (Sun) so you can travel back home.
Things to do in Windsor
Side Trips
Find places to stay May 14 — 17:
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