4 days in Windsor Itinerary

4 days in Windsor Itinerary

Created using Inspirock Windsor planner

Make it your trip
Fly
1
Windsor
— 3 nights
Fly

S M T W T F S
29
30
31
1
2
3
4
5
6
7
8
9
10
11

Windsor

— 3 nights
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Venture out of the city with trips to Point Pelee National Park (in Leamington), Harrow (Cooper's Hawk Vineyards and The Vines Restaurant, Oxley Estate Winery, &more) and Canadian Transportation Museum & Heritage Village (in Kingsville). There's much more to do: don't miss a visit to Windsor Riverfront, stroll around Jackson Park, admire the natural beauty at Dieppe Gardens, and indulge your taste buds at Food & Drink.

For maps, ratings, and tourist information, read our Windsor trip itinerary builder website.

Oshawa to Windsor is an approximately 2.5-hour flight. You can also drive; or take a train. In September, daytime highs in Windsor are 27°C, while nighttime lows are 15°C. On the 6th (Mon), you'll have the morning to explore before heading back home.

Things to do in Windsor

Historic Sites · Parks · Wineries · Museums

Side Trips

Find places to stay Sep 2 — 6: