5 days in Windsor, Essex & Pelee Island Itinerary

5 days in Windsor, Essex & Pelee Island Itinerary

Created using Inspirock Ontario travel planner

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

S M T W T F S
12
13
14
15
16
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18

Windsor

Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Kick off your visit on the 12th (Sun): admire the natural beauty at Coventry Gardens.

For traveler tips, reviews, ratings, and tourist information, use the Windsor sightseeing planner.

Toronto to Windsor is an approximately 3.5-hour combination of ferry and flight. You can also drive; or take a train. In September in Windsor, expect temperatures between 27°C during the day and 15°C at night. Wrap up your sightseeing by early afternoon on the 12th (Sun) to allow enough time to drive to Essex.

Things to do in Windsor

Parks
Find places to stay Sep 12 — 13:
Highlights from your trip

Essex

— 2 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. Kick off your visit on the 12th (Sun): get engrossed in the history at Canadian Transportation Museum & Heritage Village and then explore the striking landscape of Point Pelee National Park. Keep things going the next day: steep yourself in history at Fort Malden National Historic Site, learn about winemaking at Viewpointe Estate Winery, learn about winemaking at Oxley Estate Winery, then do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant, and finally relax in the rural setting at The Fruit Wagon.

For reviews, more things to do, where to stay, and more tourist information, go to the Essex trip planner.

Essex is just a short distance from Windsor. Expect a daytime high around 27°C in September, and nighttime lows around 15°C. Wrap up your sightseeing by early afternoon on the 14th (Tue) to allow enough time to drive to Pelee Island.

Things to do in Essex

Wineries · Historic Sites · Museums · Parks

Side Trips

Find places to stay Sep 12 — 14:

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.
For traveler tips, more things to do, and more tourist information, read Pelee Island trip itinerary planner.

Drive from Essex to Pelee Island in 2 hours. When traveling from Essex in September, plan for little chillier days and somewhat warmer nights in Pelee Island: temperatures range from 24°C by day to 20°C at night. Finish your sightseeing early on the 15th (Wed) to allow enough time to drive to Windsor.

Things to do in Pelee Island

Parks · Wildlife · Nature · Wineries
Find places to stay Sep 14 — 15:

Windsor

— 1 night
Start off your visit on the 16th (Thu): get to know the fascinating history of Olde Walkerville Neighborhood, gain some tasty knowledge on a distillery tour, stroll around Jackson Park, then make a trip to Windsor Riverfront, and finally admire the natural beauty at Dieppe Gardens.

To see other places to visit, photos, ratings, and tourist information, go to the Windsor trip itinerary planner.

Traveling by car from Pelee Island to Windsor takes 2.5 hours. Traveling from Pelee Island in September, you can expect nighttime temperatures to be little chillier in Windsor, with lows of 15°C. Finish your sightseeing early on the 16th (Thu) so you can travel back home.

Things to do in Windsor

Historic Sites · Breweries & Distilleries · Tours · Parks
Find places to stay Sep 15 — 16: