7 days in Kingsville, Essex & Windsor Itinerary

7 days in Kingsville, Essex & Windsor Itinerary

Created using Inspirock Ontario tour planner

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Make it your trip
1
Kingsville
— 2 nights
Drive
2
Essex
— 2 nights
Drive
3
Windsor
— 2 nights

S M T W T F S
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Kingsville

— 2 nights
Kingsville is located in Essex County in southwestern Ontario, Canada, and is Canada's southernmost municipality with town status. Start off your visit on the 7th (Fri): explore the wealth of natural beauty at Point Pelee National Park. Get ready for a full day of sightseeing on the next day: stroll around Lakeside Park, get engrossed in the history at Canadian Transportation Museum & Heritage Village, then look for gifts at Cindy's Home & Garden, and finally stroll around Seacliff Park.

To find traveler tips, reviews, where to stay, and other tourist information, go to the Kingsville road trip planning app.

Use the Route module to find travel options from your starting location to Kingsville. In May in Kingsville, expect temperatures between 22°C during the day and 11°C at night. Wrap up your sightseeing on the 9th (Sun) early enough to drive to Essex.

Things to do in Kingsville

Parks · Nature · Shopping · Museums

Side Trip

Find places to stay May 7 — 9:

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. On the 9th (Sun), stop by Serenity Lavender Farm, learn about winemaking at Viewpointe Estate Winery, then do a tasting at North 42 Degrees Estate Winery & Bistro 42, then learn about winemaking at Cooper's Hawk Vineyards and The Vines Restaurant, and finally do a tasting at Oxley Estate Winery. Keep things going the next day: do a tasting at Colio Estate Winery, do a tasting at Sprucewood Shores Estate Winery, then do a tasting at Muscedere Vineyards, and finally contemplate the long history of Fort Malden National Historic Site.

Before you visit Essex, use our trip planner to discover what you can do and see there.

Essex is just a stone's throw from Kingsville. In May, daily temperatures in Essex can reach 24°C, while at night they dip to 11°C. Wrap up your sightseeing on the 11th (Tue) early enough to drive to Windsor.

Things to do in Essex

Wineries · Historic Sites · Shopping

Side Trip

Find places to stay May 9 — 11:

Windsor

— 2 nights
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Windsor is known for casinos, breweries & distilleries, and parks. Your plan includes some of its best attractions: make a trip to Windsor Riverfront, stroll around Windsor Sculpture Park, browse the exhibits of Walkerville Artist Co-op, and deepen your understanding at Ojibway Nature Centre.

To see ratings, photos, and other tourist information, use the Windsor trip itinerary builder tool.

Getting from Essex to Windsor by car takes about an hour. Other options: drive. In May, plan for daily highs up to 24°C, and evening lows to 11°C.

Things to do in Windsor

Parks · Tours · Breweries & Distilleries · Historic Sites
Find places to stay May 11 — 13: