8 days in Windsor, Essex & Pelee Island Itinerary

8 days in Windsor, Essex & Pelee Island Itinerary

Created using Inspirock Ontario trip planner

Plan created by another user. Make it yours
Drive
1
Windsor
— 3 nights
Drive
2
Essex
— 3 nights
Drive
3
Pelee Island
— 1 night
Drive

S M T W T F S
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31

3
nights
Windsor

Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Windsor is known for casinos, breweries & distilleries, and parks. Your plan includes some of its best attractions: make a trip to Windsor Riverfront, admire the natural beauty at Dieppe Gardens, gain insight at Ojibway Nature Centre, and indulge your thirst for a good beer at Walkerville Brewery.

Planning Windsor trip won't be overwheling when you use's Insprock itinerary maker.

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. October in Windsor sees daily highs of 20°C and lows of 9°C at night. You'll set off for Essex on the 22nd (Thu).

Things to do in Windsor

Breweries & Distilleries · Tours · Historic Sites · Parks
Find places to stay Oct 19 — 22:

3
nights
Essex

Essex is a town with a population of 20,427 in Essex County in southwestern Ontario, Canada, whose municipal borders extend to Lake Erie. Spend the 23rd (Fri) exploring nature at Point Pelee National Park. Next up on the itinerary: learn about winemaking at Oxley Estate Winery, stroll around Lakeside Park, pick up some local products at Lee & Maria's, and take an in-depth tour of Canadian Transportation Museum & Heritage Village.

To see photos, reviews, and other tourist information, you can read our Essex road trip planner.

Essex is just a stone's throw from Windsor. In October, daytime highs in Essex are 20°C, while nighttime lows are 9°C. On the 25th (Sun), you'll have the morning to explore before heading off to Pelee Island.

Things to do in Essex

Parks · Nature · Wineries · Museums

Side Trips

Find places to stay Oct 22 — 25:

1
night
Pelee Island

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.
On the 25th (Sun), learn about winemaking at Pelee Island Pavilion.

To find traveler tips, where to stay, other places to visit, and more tourist information, you can read our Pelee Island driving holiday planner.

Traveling by car from Essex to Pelee Island takes 2 hours. Traveling from Essex in October, plan for a bit warmer nights in Pelee Island, with lows around 14°C. Wrap up your sightseeing on the 26th (Mon) to allow time to travel back home.

Things to do in Pelee Island

Wildlife · Parks · Wineries · Nature
Find places to stay Oct 25 — 26:

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