7 days in Windsor, Pelee Island & Kingsville Itinerary

7 days in Windsor, Pelee Island & Kingsville Itinerary

Created using Inspirock Ontario trip planner

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Make it your trip
Drive
1
Windsor
— 3 nights
Drive
2
Pelee Island
— 1 night
Drive
3
Kingsville
— 2 nights
Drive

S M T W T F S
25
26
27
28
29
30
31

Windsor

— 3 nights
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Get some cultural insight at Via Italia and Bois Blanc Island Lighthouse & Blockhouse. Step off the beaten path and head to Devonwood Conservation Area and Windsor Crossing Premium Outlets. Step out of Windsor with an excursion to Park House Museum in Amherstburg--about 32 minutes away. There's still lots to do: take an in-depth tour of Mackenzie Hall, view the masterpieces at Walkerville Artist Co-op, browse the exhibits of Nancy Johns Gallery & Framing, and walk around Reaume Park.

To find other places to visit, more things to do, reviews, and tourist information, read Windsor attractions app.

Toronto to Windsor is an approximately 4.5-hour car ride. You can also do a combination of ferry and flight; or take a train. In October in Windsor, expect temperatures between 20°C during the day and 9°C at night. On the 28th (Wed), you'll have the morning to explore before heading off to Pelee Island.

Things to do in Windsor

Parks · Shopping · Golf · Outdoors

Side Trips

Find places to stay Oct 25 — 28:

Pelee Island

— 1 night
A vacation on Pelee Island allows you to get away from it all as well as to satisfy your appetite for adventure in beautiful natural surroundings.
Kick off your visit on the 28th (Wed): do a tasting at Pelee Island Pavilion and then explore the striking landscape at Stone Road Alvar Nature Reserve.

For other places to visit, where to stay, more things to do, and more tourist information, read Pelee Island travel planner.

You can drive from Windsor to Pelee Island in 2.5 hours. Expect somewhat warmer evenings in Pelee Island when traveling from Windsor in October, with lows around 14°C. Wrap up your sightseeing by early afternoon on the 29th (Thu) to allow time for the car ride to Kingsville.

Things to do in Pelee Island

Parks · Wildlife · Wineries · Nature
Find places to stay Oct 28 — 29:

Kingsville

— 2 nights
Kingsville is located in Essex County in southwestern Ontario, Canada, and is Canada's southernmost municipality with town status. On the 29th (Thu), stop by Old Dutch Guys Chocolate and then indulge your thirst for a good beer at The Grove Brew House. On the 30th (Fri), you'll have a packed day of sightseeing: indulge your taste buds at Kingsville Community Farmers’ Market, take in the exciting artwork at Chiaroscuro, play a few rounds at Kingsville Golf & Country Club, learn about winemaking at Black Bear Farms of Ontario Estate Winery, then learn about winemaking at Sanson Estate Winery, and finally look for all kinds of wild species at Essex Region Conservation Area.

For other places to visit, photos, where to stay, and tourist information, read Kingsville road trip planning website.

You can drive from Pelee Island to Kingsville in 2 hours. Traveling from Pelee Island in October, plan for little chillier nights in Kingsville, with lows around 9°C. Wrap up your sightseeing on the 31st (Sat) to allow time to travel back home.

Things to do in Kingsville

Wineries · Museums · Outdoors · Parks

Side Trips

Find places to stay Oct 29 — 31: