4 days in Windsor, Leamington & Essex Itinerary

4 days in Windsor, Leamington & Essex Itinerary

Created using Inspirock Ontario itinerary planner

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Ferry to Billy Bishop Toronto City, Fly to Windsor
1
Windsor
— 1 night
Drive
2
Leamington
— 1 night
Drive
3
Essex
— 1 night
Drive

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Windsor

— 1 night
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Kick off your visit on the 6th (Fri): learn insider's secrets on a distillery tour and then appreciate the extensive heritage of Olde Walkerville Neighborhood.

To see ratings, more things to do, other places to visit, and other tourist information, you can read our 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 in Windsor, expect temperatures between 10°C during the day and 0°C at night. You'll have a few hours on the 7th (Sat) to wrap things up before traveling to Leamington.

Things to do in Windsor

Breweries & Distilleries · Tours · Historic Sites · Museums
Find places to stay Nov 6 — 7:

Leamington

— 1 night
Leamington is a municipality in Essex County, Ontario, Canada. On the 7th (Sat), explore the striking landscape of Point Pelee National Park.

To find other places to visit, more things to do, reviews, and other tourist information, use the Leamington day trip planning app.

Traveling by car from Windsor to Leamington takes an hour. Alternatively, you can do a combination of bus and taxi. In November, daytime highs in Leamington are 9°C, while nighttime lows are 3°C. On the 8th (Sun), wrap the sightseeing up by early afternoon so you can drive to Essex.

Things to do in Leamington

Nature · Parks · Shopping

Side Trip

Find places to stay Nov 7 — 8:

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 8th (Sun): get engrossed in the history at Canadian Transportation Museum & Heritage Village, learn about winemaking at Oxley Estate Winery, and then look for gifts at Serenity Lavender Farm. Get ready for a full day of sightseeing on the 9th (Mon): look for all kinds of wild species at Jack Miner Bird Sanctuary, then do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant, then learn about winemaking at Viewpointe Estate Winery, and finally learn about winemaking at North 42 Degrees Estate Winery & Bistro 42.

To find photos, more things to do, maps, and tourist information, go to the Essex trip itinerary builder app.

Essex is just a short distance from Leamington. In November, daytime highs in Essex are 10°C, while nighttime lows are 0°C. Finish up your sightseeing early on the 9th (Mon) so you can go by car back home.

Things to do in Essex

Wineries · Wildlife · Parks · Museums

Side Trip

Find places to stay Nov 8 — 9: