4 days in Windsor & Essex Itinerary

4 days in Windsor & Essex Itinerary

Created using Inspirock Ontario tour itinerary planner

Plan created by another user. Make it yours
1
Windsor
— 1 night
2
Essex
— 2 nights

S M T W T F S
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1
night
Windsor

Windsor
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Start off your visit on the 9th (Fri): make a trip to Windsor Riverfront and then take in nature's colorful creations at Dieppe Gardens. Here are some ideas for day two: take an in-depth tour of Mackenzie Hall, then deepen your understanding at Ojibway Nature Centre, then see the interesting displays at Canadian Historical Aircraft Association, and finally appreciate the extensive heritage of Olde Walkerville Neighborhood.

To see maps, other places to visit, traveler tips, and more tourist information, read our Windsor tour builder site.

Toronto to Windsor is an approximately 4.5-hour car ride. You can also do a combination of ferry and flight; or take a train. In October in Windsor, expect temperatures between 20°C during the day and 9°C at night. Wrap up your sightseeing on the 10th (Sat) early enough to drive to Essex.

Things to do in Windsor

Parks · Museums · Historic Sites
Find places to stay Oct 9 — 10:
Highlights from your plan
Windsor Riverfront
Windsor Riverfront
Dieppe Gardens ©
Dieppe Gardens
Ojibway Nature Centre ©
Ojibway Nature Centre

2
nights
Essex

Essex ©
Essex is a town with a population of 20,427 in Essex County in southwestern Ontario, Canada, whose municipal borders extend to Lake Erie. Your day by day itinerary now includes Farm Dog Cycles, Erie Shore Vineyard and Paglione Estate Winery. Start off your visit on the 11th (Sun): do a tasting at Erie Shore Vineyard, take a memorable tour with Farm Dog Cycles, then do a tasting at Paglione Estate Winery, and finally explore the striking landscape of Point Pelee National Park. On the 12th (Mon), you'll have a packed day of sightseeing: stroll around Lakeside Park, learn about winemaking 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 indulge your taste buds at Lee & Maria's.

For where to stay, traveler tips, maps, and tourist information, read our Essex trip itinerary builder app.

Traveling by car from Windsor to Essex takes an hour. In October, daytime highs in Essex are 20°C, while nighttime lows are 9°C. Finish your sightseeing early on the 12th (Mon) so you can travel back home.

Things to do in Essex

Parks · Wineries · Nature · Outdoors

Side Trips

Find places to stay Oct 10 — 12:
Highlights from your plan
Point Pelee National Park ©
Point Pelee National Park
Oxley Estate Winery ©
Oxley Estate Winery
Lee & Maria's ©
Lee & Maria's

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