3 days in Windsor, Essex & Lakeshore Itinerary

3 days in Windsor, Essex & Lakeshore Itinerary

Created using Inspirock Ontario trip itinerary planner

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Ferry to Billy Bishop Toronto City, Fly to Windsor
1
Windsor
Drive
2
Essex
— 2 nights
Drive
3
Lakeshore
Drive

S M T W T F S
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Windsor

Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Start off your visit on the 7th (Sat): indulge your taste buds at Food & Drink.

To see reviews, photos, and other tourist information, use the Windsor trip planner.

Toronto to Windsor is an approximately 3.5-hour combination of ferry and flight. You can also drive; or take a train. In November, plan for daily highs up to 10°C, and evening lows to 0°C. Cap off your sightseeing on the 7th (Sat) early enough to go by car to Essex.

Things to do in Windsor

Breweries & Distilleries · Tours
Find places to stay Nov 7 — 8:
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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. Keep things going the next day: take an in-depth tour of Canadian Transportation Museum & Heritage Village, get a taste of the local shopping with Lee and Maria's, learn about winemaking at Cooper's Hawk Vineyards and The Vines Restaurant, do a tasting at Oxley Estate Winery, then do a tasting at North 42 Degrees Estate Winery & Bistro 42, and finally stop by Serenity Lavender Farm.

Make your Essex itinerary with Inspirock to find out what to see and where to go.

Essex is just a stone's throw from Windsor. In November, daytime highs in Essex are 10°C, while nighttime lows are 0°C. On the 9th (Mon), wrap the sightseeing up by early afternoon so you can travel to Lakeshore.

Things to do in Essex

Wineries · Museums · Shopping · Parks

Side Trip

Find places to stay Nov 7 — 9:

Lakeshore

Lakeshore is a town on Lake St. On the 9th (Mon), learn about winemaking at Wagner Orchards & Estate Winery.

For more things to do, photos, reviews, and more tourist information, read Lakeshore day trip planning website.

Lakeshore is just a short distance from Essex. In November, Lakeshore is little chillier than Essex - with highs of -1°C and lows of -10°C. Finish up your sightseeing early on the 9th (Mon) so you can go by car back home.

Things to do in Lakeshore

Wineries
Find places to stay Nov 9 — 10:
Highlights from your trip