5 days in Essex & Windsor Itinerary

5 days in Essex & Windsor Itinerary

Created using Inspirock Ontario journey planner

Make it your trip
1
Essex
— 2 nights
Drive
2
Windsor
— 2 nights

S M T W T F S
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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 20th (Fri): stop by Cindy's Home & Garden, browse the fresh offerings at Lee and Maria's, walk around Lakeside Park, learn about winemaking at Sprucewood Shores Estate Winery, then learn about winemaking at Oxley Estate Winery, and finally do a tasting at North 42 Degrees Estate Winery & Bistro 42. Get ready for a full day of sightseeing on the 21st (Sat): make a trip to Amherstburg Navy Yard National Historic Site, then learn about winemaking at Viewpointe Estate Winery, then take an in-depth tour of Canadian Transportation Museum & Heritage Village, and finally learn about winemaking at Cooper's Hawk Vineyards and The Vines Restaurant.

For reviews, where to stay, other places to visit, and tourist information, go to the Essex driving holiday planning site.

The Route module shows you travel options from your home to Essex. In November, plan for daily highs up to 10°C, and evening lows to 0°C. Cap off your sightseeing on the 22nd (Sun) early enough to go by car to Windsor.

Things to do in Essex

Wineries · Shopping · Museums · Parks

Side Trips

Find places to stay Nov 20 — 22:

Windsor

— 2 nights
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Your day by day itinerary now includes Bad Axe Throwing, Jackson Park and Windsor Riverfront. Explore the numerous day-trip ideas around Windsor: Kingsville (Old Dutch Guys Chocolate, Lee and Maria's, &more) and Harrow (Cooper's Hawk Vineyards and The Vines Restaurant & Oxley Estate Winery). There's much more to do: see the interesting displays at Canadian Aviation Museum, admire the natural beauty at Dieppe Gardens, appreciate the extensive heritage of Olde Walkerville Neighborhood, and take a stroll through Via Italia.

To find ratings, photos, traveler tips, and tourist information, you can read our Windsor trip planner.

Traveling by car from Essex to Windsor takes an hour. Alternatively, you can drive. In November, daytime highs in Windsor are 10°C, while nighttime lows are 0°C.

Things to do in Windsor

Parks · Breweries & Distilleries · Tours · Museums

Side Trips

Find places to stay Nov 22 — 24: