10 days in Windsor & Leamington Itinerary

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

Get some cultural insight at Olde Walkerville Neighborhood and Canadian Aviation Museum. Popular historic sites such as Willistead Manor and Bois Blanc Island Lighthouse & Blockhouse are in your itinerary. Explore Windsor's surroundings by going to Amherstburg (Amherstburg Freedom Museum, Amherstburg Navy Yard National Historic Site, &more). There's lots more to do: make a trip to Windsor Riverfront, wander the streets of Via Italia, learn about winemaking at Vivace Estate Winery, and gain some tasty knowledge on a distillery tour.

For ratings, other places to visit, photos, and other tourist information, use the Windsor tour itinerary builder app.

Toronto to Windsor is an approximately 3.5-hour combination of ferry and flight. You can also drive; or take a train. October in Windsor sees daily highs of 20°C and lows of 9°C at night. Wrap up your sightseeing on the 24th (Mon) to allow time to drive to Leamington.

Leamington is a municipality in Essex County, Ontario, Canada. Your cultural itinerary includes sights like Oxley Estate Winery and Canadian Transportation Museum & Heritage Village. You'll find plenty of places to visit near Leamington: Harrow (Colchester Ridge Estate Winery, Viewpointe Estate Winery, &more). The adventure continues: explore the wealth of natural beauty at Point Pelee National Park, pick up some local products at Lee and Maria's, learn about winemaking at Colio Estate Winery, and indulge your senses at Grape Vine Tours.

To find ratings, maps, where to stay, and more tourist information, read our Leamington route planner.

You can drive from Windsor to Leamington in an hour. Another option is to take a bus. October in Leamington sees daily highs of 19°C and lows of 11°C at night. Cap off your sightseeing on the 29th (Sat) early enough to travel back home.