4 days in Windsor & Leamington Itinerary

4 days in Windsor & Leamington Itinerary

Created using Inspirock Ontario trip itinerary planner

Make it your trip
Ferry to Billy Bishop Toronto City, Fly to Windsor
1
Windsor
— 2 nights
Drive
2
Leamington
— 1 night
Fly

S M T W T F S
26
27
28
29
30
1
2

Windsor

— 2 nights
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Start off your visit on the 29th (Wed): don't miss a visit to Amherstburg Navy Yard National Historic Site, steep yourself in history at Fort Malden National Historic Site, then deepen your understanding at Ojibway Nature Centre, and finally admire the natural beauty at Coventry Gardens. Get ready for a full day of sightseeing on the next day: admire the natural beauty at Dieppe Gardens, don't miss a visit to Windsor Riverfront, stroll around Jackson Park, then gain some tasty knowledge on a distillery tour, and finally appreciate the extensive heritage of Olde Walkerville Neighborhood.

For reviews, other places to visit, where to stay, 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 September, daily temperatures in Windsor can reach 27°C, while at night they dip to 15°C. Finish your sightseeing early on the 1st (Fri) to allow enough time to drive to Leamington.

Things to do in Windsor

Historic Sites · Parks · Tours · Breweries & Distilleries

Side Trip

Find places to stay Sep 29 — Oct 1:

Leamington

— 1 night
Leamington is a municipality in Essex County, Ontario, Canada. Kick off your visit on the 1st (Fri): explore the striking landscape of Point Pelee National Park, do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant, then do a tasting at Oxley Estate Winery, then learn about winemaking at North 42 Degrees Estate Winery & Bistro 42, and finally do a tasting at Aleksander Estate Winery. Get ready for a full day of sightseeing on the 2nd (Sat): stroll around Seacliff Park, get engrossed in the history at Canadian Transportation Museum & Heritage Village, then learn about winemaking at Viewpointe Estate Winery, then do a tasting at Sprucewood Shores Estate Winery, and finally make a trip to Historic Essex Railway Station.

For other places to visit, ratings, where to stay, and other tourist information, you can read our Leamington tour itinerary planning app.

You can drive from Windsor to Leamington in an hour. Another option is to do a combination of bus and taxi. Expect a daytime high around 19°C in October, and nighttime lows around 11°C. Wrap up your sightseeing on the 2nd (Sat) to allow time to fly back home.

Things to do in Leamington

Wineries · Parks · Museums · Nature

Side Trips

Find places to stay Oct 1 — 2: