6 days in Windsor, Essex & Pelee Island Itinerary

6 days in Windsor, Essex & Pelee Island Itinerary

Created using Inspirock Ontario route maker

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Make it your trip
Ferry to Billy Bishop Toronto City, Fly to Windsor
1
Windsor
Drive
2
Essex
— 3 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
10
11
12
13
14
15
16

Windsor

Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Kick off your visit on the 10th (Sun): learn insider's secrets on a distillery tour and then appreciate the extensive heritage of Olde Walkerville Neighborhood.

For traveler tips, more things to do, other places to visit, and tourist information, go to the Windsor road trip planning 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. Cap off your sightseeing on the 10th (Sun) early enough to go by car to Essex.

Things to do in Windsor

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

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. Do some cultural sightseeing at Oxley Estate Winery and Cooper's Hawk Vineyards and The Vines Restaurant. For shopping fun, head to Lee and Maria's or Cindy's Home & Garden. The adventure continues: learn about winemaking at Viewpointe Estate Winery, see the interesting displays at John R. Park Homestead & Conservation Area, take an in-depth tour of Canadian Transportation Museum & Heritage Village, and explore the striking landscape of Point Pelee National Park.

To see more things to do, photos, reviews, and other tourist information, refer to the Essex trip planner.

Essex is just a stone's throw from Windsor. In October in Essex, expect temperatures between 20°C during the day and 9°C at night. Finish up your sightseeing early on the 13th (Wed) so you can go by car to Pelee Island.

Things to do in Essex

Wineries · Museums · Shopping · Parks

Side Trips

Find places to stay Oct 10 — 13:

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.
Kick off your visit on the 14th (Thu): tour the pleasant surroundings at Fish Point Nature Reserve, then explore the striking landscape at Stone Road Alvar Nature Reserve, and then stroll through Lighthouse Point Provincial Nature Reserve.

To see maps, where to stay, and tourist information, read Pelee Island day trip planner.

Traveling by car from Essex to Pelee Island takes 2 hours. Expect a bit warmer evenings in Pelee Island when traveling from Essex in October, with lows around 14°C. Wrap up your sightseeing on the 14th (Thu) early enough to drive to Windsor.

Things to do in Pelee Island

Parks · Wildlife · Nature
Find places to stay Oct 13 — 14:

Windsor

— 1 night
On the 15th (Fri), make a trip to Windsor Riverfront, deepen your understanding at Ojibway Nature Centre, then browse the different shops at Devonshire Mall, then sample the tasty concoctions at Walkerville Brewery, and finally admire the natural beauty at Dieppe Gardens.

For ratings, reviews, maps, and tourist information, refer to the Windsor vacation planning website.

Getting from Pelee Island to Windsor by car takes about 2.5 hours. Traveling from Pelee Island in October, you can expect nighttime temperatures to be a bit cooler in Windsor, with lows of 9°C. Finish your sightseeing early on the 15th (Fri) so you can travel back home.

Things to do in Windsor

Shopping · Breweries & Distilleries · Parks
Find places to stay Oct 14 — 15: