3 days in Windsor & Kingsville Itinerary

3 days in Windsor & Kingsville Itinerary

Created using Inspirock Ontario trip planner

Make it your trip
Fly
1
Windsor
— 1 night
Drive
2
Kingsville
— 1 night
Drive to Windsor Airport, Fly to Washington

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 10th (Fri), make a trip to Windsor Riverfront.

For photos, where to stay, other places to visit, and tourist information, read Windsor trip planner.

Washington, USA to Windsor is an approximately 13-hour flight. You can also drive. Traveling from Washington in September, expect nights in Windsor to be about the same, around 55°F, while days are slightly colder, around 74°F. On the 11th (Sat), wrap the sightseeing up by early afternoon so you can drive to Kingsville.

Things to do in Windsor

Tours · Breweries & Distilleries
Find places to stay Sep 10 — 11:

Kingsville

— 1 night
Kingsville is located in Essex County in southwestern Ontario, Canada, and is Canada's southernmost municipality with town status. Start off your visit on the 11th (Sat): view the masterpieces at Chiaroscuro, then learn about winemaking at Viewpointe Estate Winery, then do a tasting at Oxley Estate Winery, and finally do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant.

For more things to do, maps, other places to visit, and other tourist information, read our Kingsville tour itinerary planner.

You can drive from Windsor to Kingsville in an hour. In September, daily temperatures in Kingsville can reach 73°F, while at night they dip to 56°F. Wrap up your sightseeing on the 12th (Sun) to allow time to travel back home.

Things to do in Kingsville

Wineries · Museums · Shopping

Side Trip

Find places to stay Sep 11 — 12: