3 days in Windsor, Essex & Pelee Island Itinerary

3 days in Windsor, Essex & Pelee Island Itinerary

Created using Inspirock Ontario tour itinerary builder

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

S M T W T F S
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Windsor

— 1 night
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
On the 22nd (Fri), make a trip to Windsor Riverfront, gain insight at Ojibway Nature Centre, then savor the flavors at Food & Drink, then indulge your thirst for a good beer at Walkerville Brewery, and finally admire the natural beauty at Dieppe Gardens.

For where to stay, photos, other places to visit, and other tourist information, you can read our Windsor road trip tool.

Toronto to Windsor is an approximately 3.5-hour combination of ferry and flight. You can also drive; or take a train. In October, daytime highs in Windsor are 20°C, while nighttime lows are 9°C. Finish your sightseeing early on the 23rd (Sat) so you can drive to Essex.

Things to do in Windsor

Breweries & Distilleries · Tours · Parks
Find places to stay Oct 22 — 23:

Essex

— 1 night
Essex is a town with a population of 20,427 in Essex County in southwestern Ontario, Canada, whose municipal borders extend to Lake Erie. Start off your visit on the 23rd (Sat): explore the wealth of natural beauty at Point Pelee National Park, learn about winemaking at Cooper's Hawk Vineyards and The Vines Restaurant, do a tasting at Oxley Estate Winery, then do a tasting at Viewpointe Estate Winery, and finally learn about winemaking at North 42 Degrees Estate Winery & Bistro 42.

Planning Essex trip won't be overwhelming when you use Inspirock's itinerary maker.

Essex is very close to Windsor. October in Essex sees daily highs of 20°C and lows of 9°C at night. Finish your sightseeing early on the 24th (Sun) so you can drive to Pelee Island.

Things to do in Essex

Wineries · Parks · Nature

Side Trip

Find places to stay Oct 23 — 24:

Pelee Island

— 1 day
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 24th (Sun), tour the pleasant surroundings at Fish Point Nature Reserve, do a tasting at Pelee Island Pavilion, then tour the pleasant surroundings at Lighthouse Point Provincial Nature Reserve, and finally explore the striking landscape at Stone Road Alvar Nature Reserve.

To find photos, more things to do, ratings, and other tourist information, read Pelee Island travel route site.

Drive from Essex to Pelee Island in 2 hours. Traveling from Essex in October, Pelee Island is somewhat warmer at night with lows of 14°C. Finish your sightseeing early on the 24th (Sun) so you can travel back home.

Things to do in Pelee Island

Parks · Wildlife · Nature · Wineries
Find places to stay Oct 24 — 25: