8 days in Leamington, Essex & Windsor Itinerary

8 days in Leamington, Essex & Windsor Itinerary

Created using Inspirock Ontario tour itinerary planner
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Make it your trip
1
Leamington
— 2 nights
Drive
2
Essex
— 2 nights
Drive
3
Windsor
— 3 nights

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Leamington — 2 nights

Leamington is a municipality in Essex County, Ontario, Canada. Canadian Transportation Museum & Heritage Village has been added to your itinerary. Kick off your visit on the 10th (Mon): take an in-depth tour of Canadian Transportation Museum & Heritage Village, look for gifts at Pelee Wings Nature Store, explore the wealth of natural beauty at Point Pelee National Park, walk around Seacliff Park, then learn about winemaking at Cooper's Hawk Vineyards and The Vines Restaurant, and finally learn about winemaking at Aleksander Estate Winery. On the next day, see the interesting displays at John R. Park Homestead & Conservation Area, do a tasting at Oxley Estate Winery, then learn about winemaking at Viewpointe Estate Winery, then do a tasting at Sprucewood Shores Estate Winery, and finally do a tasting at North 42 Degrees Estate Winery & Bistro 42.

To see other places to visit, ratings, where to stay, and other tourist information, read Leamington itinerary planning site.

Use the Route module to find suitable travel options from your home destination to Leamington. In October, daytime highs in Leamington are 19°C, while nighttime lows are 11°C. Finish your sightseeing early on the 12th (Wed) so you can drive to Essex.
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Wineries · Museums · Parks · Nature
Side Trips
Find places to stay Oct 10 — 12:

Essex — 2 nights

Essex is a town with a population of 20,427 in Essex County in southwestern Ontario, Canada, whose municipal borders extend to Lake Erie. Kick off your visit on the 12th (Wed): see the interesting displays at Park House Museum, see the interesting displays at Amherstburg Freedom Museum, then do a tasting at Sprucewood Shores Estate Winery, then do a tasting at North 42 Degrees Estate Winery & Bistro 42, and finally see the interesting displays at John R. Park Homestead & Conservation Area. Keep things going the next day: get engrossed in the history at Canadian Transportation Museum & Heritage Village, learn about winemaking at Cooper's Hawk Vineyards and The Vines Restaurant, then do a tasting at Oxley Estate Winery, then learn about winemaking at Viewpointe Estate Winery, and finally relax in the rural setting at The Fruit Wagon.

For photos, more things to do, where to stay, and more tourist information, go to the Essex online tour builder.

Essex is very close to Leamington. In October in Essex, expect temperatures between 20°C during the day and 9°C at night. Wrap up your sightseeing on the 14th (Fri) to allow time to drive to Windsor.
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Museums · Wineries
Side Trips
Find places to stay Oct 12 — 14:

Windsor — 3 nights

Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Let the collections at Canadian Aviation Museum and Museum Windsor – Maison Francois Baby House capture your imagination. Visit Olde Walkerville Neighborhood and Willistead Manor for their historical value. The adventure continues: learn insider's secrets on a distillery tour, sample the tasty concoctions at Craft Heads Brewing Company, take a stroll through Via Italia, and don't miss a visit to Windsor Riverfront.

To find maps, more things to do, traveler tips, and more tourist information, use the Windsor trip itinerary maker site.

Windsor is just a stone's throw from Essex. In October in Windsor, expect temperatures between 20°C during the day and 9°C at night.
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Outdoors · Museums · Golf · Breweries & Distilleries
Find places to stay Oct 14 — 17: