4 days in Windsor & Leamington Itinerary

4 days in Windsor & Leamington Itinerary

Created using Inspirock Ontario itinerary builder

Make it your trip
Drive
1
Windsor
— 1 night
Drive
2
Leamington
— 2 nights
Fly

S M T W T F S
11
12
13
14
15
16
17
18
19
20
21
22
23
24

Windsor

— 1 night
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
You've added Assumption Park, Reaume Park, Bad Axe Throwing, and other attractions to your itinerary. Start off your visit on the 16th (Fri): stroll around Jackson Park, stroll around Reaume Park, stroll around Assumption Park, then have some family-friendly fun at Bad Axe Throwing, then don't miss a visit to Windsor Riverfront, and finally take in nature's colorful creations at Dieppe Gardens. Get ready for a full day of sightseeing on the next day: examine the collection at Canadian Historical Aircraft Association, then deepen your understanding at Ojibway Nature Centre, then get engrossed in the history at Mackenzie Hall, and finally get to know the fascinating history of Olde Walkerville Neighborhood.

To see reviews, traveler tips, and more tourist information, read our Windsor trip itinerary maker.

Toronto to Windsor is an approximately 4-hour car ride. You can also do a combination of ferry and flight; or take a train. In October, plan for daily highs up to 20°C, and evening lows to 9°C. Finish your sightseeing early on the 17th (Sat) to allow enough time to drive to Leamington.

Things to do in Windsor

Parks · Fun & Games · Historic Sites · Breweries & Distilleries
Find places to stay Oct 16 — 17:

Leamington

— 2 nights
Leamington is a municipality in Essex County, Ontario, Canada. Kick off your visit on the 18th (Sun): explore the striking landscape of Point Pelee National Park. Keep things going the next day: stroll around Lakeside Park, do a tasting at Sprucewood Shores Estate Winery, do a tasting at Viewpointe Estate Winery, then learn about winemaking at Oxley Estate Winery, then learn about winemaking at Cooper's Hawk Vineyards and The Vines Restaurant, and finally pick up some local products at Lee and Maria's.

You can plan Leamington trip in no time by asking Inspirock to help create your itinerary.

Getting from Windsor to Leamington by car takes about an hour. Other options: do a combination of bus and taxi. October in Leamington sees daily highs of 19°C and lows of 11°C at night. Wrap up your sightseeing on the 19th (Mon) to allow time to travel back home.

Things to do in Leamington

Parks · Nature · Wineries · Shopping

Side Trips

Find places to stay Oct 17 — 19: