4 days in Windsor Itinerary

4 days in Windsor Itinerary

Created using Inspirock Windsor planner

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Windsor
— 3 nights

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Windsor

— 3 nights
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Get out of town with these interesting Windsor side-trips: Kingsville (Lee and Maria's & Aleksander Estate Winery), Harrow (Sprucewood Shores Estate Winery, Viewpointe Estate Winery, &more) and Historic Essex Railway Station (in Essex). Next up on the itinerary: don't miss a visit to Windsor Riverfront, explore the striking landscape of Point Pelee National Park, appreciate the extensive heritage of Olde Walkerville Neighborhood, and sample the tasty concoctions at Walkerville Brewery.

To see where to stay, other places to visit, ratings, and other tourist information, read our Windsor road trip planning website.

Brampton to Windsor is an approximately 3-hour flight. You can also drive; or take a bus. October in Windsor sees daily highs of 20°C and lows of 9°C at night. Wrap up your sightseeing on the 4th (Mon) to allow time to travel back home.

Things to do in Windsor

Wineries · Historic Sites · Breweries & Distilleries · Parks

Side Trips

Find places to stay Oct 1 — 4: