8 days in Windsor, Essex & Pelee Island Itinerary

8 days in Windsor, Essex & Pelee Island Itinerary

Created using Inspirock Ontario journey planner

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Make it your trip
Ferry to Billy Bishop Toronto City, Fly to Windsor
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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Windsor

— 3 nights
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
For shopping fun, head to Whiskeyjack Boutique or Devonshire Mall. Visit Olde Walkerville Neighborhood and Willistead Manor for their historical value. The adventure continues: gain some tasty knowledge on a distillery tour, make a trip to Windsor Riverfront, gain insight at Ojibway Nature Centre, and indulge your thirst for a good beer at Craft Heads Brewing Company.

For reviews, traveler tips, and tourist information, go to the Windsor planning website.

Toronto to Windsor is an approximately 3.5-hour combination of ferry and flight. You can also drive; or take a train. In October, plan for daily highs up to 20°C, and evening lows to 9°C. Finish your sightseeing early on the 6th (Wed) so you can drive to Essex.

Things to do in Windsor

Breweries & Distilleries · Shopping · Historic Sites · Tours
Find places to stay Oct 3 — 6:

Essex

— 3 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. Give yourself a bit of retail therapy at Lee and Maria's and Cindy's Home & Garden. There's more to do: learn about winemaking at Oxley Estate Winery and explore the wealth of natural beauty at Point Pelee National Park.

For photos, more things to do, where to stay, and more tourist information, read Essex trip itinerary builder site.

Essex is just a short distance from Windsor. In October, daily temperatures in Essex can reach 20°C, while at night they dip to 9°C. Finish up your sightseeing early on the 9th (Sat) so you can go by car to Pelee Island.

Things to do in Essex

Wineries · Shopping · Parks · Nature

Side Trips

Find places to stay Oct 6 — 9:

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.
Start off your visit on the 10th (Sun): stroll through Fish Point Nature Reserve, then tour the pleasant surroundings at Stone Road Alvar Nature Reserve, and then tour the pleasant surroundings at Lighthouse Point Provincial Nature Reserve.

To find where to stay, other places to visit, and other tourist information, you can read our Pelee Island trip planner.

Traveling by car from Essex to Pelee Island takes 2 hours. Plan for a bit warmer nights when traveling from Essex in October since evenings lows in Pelee Island dip to 14°C. Finish your sightseeing early on the 10th (Sun) so you can travel back home.

Things to do in Pelee Island

Parks · Wildlife · Nature
Find places to stay Oct 9 — 10: