7 days in Windsor, Pelee Island & Essex Itinerary

7 days in Windsor, Pelee Island & Essex Itinerary

Created using Inspirock Ontario trip itinerary planner

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Make it your trip
Ferry to Billy Bishop Toronto City, Fly to Windsor
1
Windsor
— 1 night
Drive
2
Pelee Island
Drive
3
Essex
— 5 nights
Drive
4
Windsor
— 1 day
Fly to Billy Bishop Toronto City, Ferry to Toronto

S M T W T F S
10
11
12
13
14
15
16

Windsor

— 1 night
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Start off your visit on the 10th (Sun): make a trip to Windsor Riverfront, indulge your thirst for a good beer at Walkerville Brewery, then indulge your taste buds at Food & Drink, and finally appreciate the extensive heritage of Olde Walkerville Neighborhood.

To see where to stay, traveler tips, more things to do, and more tourist information, read our Windsor travel route planner.

Toronto to Windsor is an approximately 3.5-hour combination of ferry and flight. You can also drive; or take a train. Expect a daytime high around 20°C in October, and nighttime lows around 9°C. You'll have a few hours on the 11th (Mon) to wrap things up before traveling to Pelee Island.

Things to do in Windsor

Historic Sites · Breweries & Distilleries · Tours · Parks
Find places to stay Oct 10 — 11:

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.
Start off your visit on the 11th (Mon): tour the pleasant surroundings at Fish Point Nature Reserve and then tour the pleasant surroundings at Lighthouse Point Provincial Nature Reserve.

To see more things to do, traveler tips, reviews, and other tourist information, use the Pelee Island trip itinerary maker site.

Getting from Windsor to Pelee Island by car takes about 2.5 hours. Traveling from Windsor in October, Pelee Island is a bit warmer at night with lows of 14°C. Wrap up your sightseeing on the 11th (Mon) to allow time to drive to Essex.

Things to do in Pelee Island

Wildlife · Parks
Find places to stay Oct 11 — 12:

Essex

— 5 nights
Essex is a town with a population of 20,427 in Essex County in southwestern Ontario, Canada, whose municipal borders extend to Lake Erie. Get a sense of the local culture at Oxley Estate Winery and Muscedere Vineyards. Do your shopping at Lee and Maria's and Chiaroscuro. There's still lots to do: do a tasting at Viewpointe Estate Winery and look for gifts at Cindy's Home & Garden.

To see reviews, maps, other places to visit, and more tourist information, use the Essex online tour planner.

Drive from Pelee Island to Essex in 2 hours. Expect little chillier evenings in Essex when traveling from Pelee Island in October, with lows around 9°C. On the 16th (Sat), you'll travel to Windsor.

Things to do in Essex

Wineries · Museums · Shopping · Nature

Side Trips

Find places to stay Oct 11 — 16:

Windsor

— 1 day
Kick off your visit on the 16th (Sat): browse the different shops at Devonshire Mall, deepen your understanding at Ojibway Nature Centre, and then take a stroll through Via Italia.

For where to stay, other places to visit, reviews, and more tourist information, go to the Windsor trip tool.

Windsor is just a short distance from Essex. Finish your sightseeing early on the 16th (Sat) so you can travel back home.

Things to do in Windsor

Shopping · Neighborhoods
Find places to stay Oct 16 — 17: