4 days in Ontario Itinerary

Created using Inspirock Ontario trip itinerary maker
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Make it your trip
Drive
1
Kingsville
— 1 night
Drive
2
Pelee Island
Drive
3
Windsor
— 1 night
Drive
4
Amherstburg
— 1 night
Drive

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Kingsville — 1 night

On the 23rd (Fri), do a tasting at Viewpointe Estate Winery, see the interesting displays at John R. Park Homestead & Conservation Area, and then do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant. Keep things going the next day: stop by Old Dutch Guys Chocolate, view the masterpieces at Chiaroscuro, then do a tasting at Black Bear Farms of Ontario Estate Winery, then learn about winemaking at Oxley Estate Winery, and finally do a tasting at North 42 Degrees Estate Winery & Bistro 42.

Plan a trip to Kingsville easily and quickly by telling Inspirock to suggest an itinerary.

Toronto to Kingsville is an approximately 4-hour car ride. You can also drive. In September in Kingsville, expect temperatures between 26°C during the day and 15°C at night. Finish up your sightseeing early on the 24th (Sat) so you can go by car to Pelee Island.
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Wineries · Museums · Shopping
Side Trip
Find places to stay Sep 23 — 24:

Pelee Island

For where to stay, more things to do, reviews, and other tourist information, refer to the Pelee Island trip planner.

You can drive from Kingsville to Pelee Island in 2 hours. Traveling from Kingsville in September, expect somewhat warmer with lows of 20°C in Pelee Island. You will leave for Windsor on the 24th (Sat).
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Wineries · Tours · Parks · Outdoors
Find places to stay Sep 24 — 25:

Windsor — 1 night

On the 25th (Sun), browse the exhibits of Walkerville Artist Co-op, then stop by Whiskeyjack Boutique, and then wander the streets of Via Italia.

For maps, photos, reviews, and tourist information, use the Windsor route planner.

Drive from Pelee Island to Windsor in 2.5 hours. Traveling from Pelee Island in September, Windsor is little chillier at night with lows of 15°C. Wrap up your sightseeing on the 25th (Sun) to allow time to drive to Amherstburg.
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Shopping · Neighborhoods · Museums
Find places to stay Sep 24 — 25:

Amherstburg — 1 night

Start off your visit on the 26th (Mon): see the interesting displays at Park House Museum, then stop by Gibson Gallery, then do a tasting at Erie Shore Vineyard, and finally do a tasting at Vivace Estate Winery.

To find ratings, maps, traveler tips, and tourist information, read our Amherstburg road trip site.

Traveling by car from Windsor to Amherstburg takes an hour. Alternatively, you can drive. In September, daytime highs in Amherstburg are 26°C, while nighttime lows are 17°C. Cap off your sightseeing on the 26th (Mon) early enough to go by car back home.
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Wineries · Museums · Shopping
Side Trip
Find places to stay Sep 25 — 26:

Ontario travel guide

4.4
Waterfalls · Observation Decks · Specialty Museums
Popular with tourists throughout the year, Ontario holidays allow you to explore unspoiled natural landscapes and big cities packed with amenities and modern attractions. Containing the national capital and the country's largest city, this east-central province provides a home for nearly 40 percent of Canada's population. Home to a staggering number of lakes (250,000), this playground for nature lovers boasts approximately a third of the world's fresh water. You can spend your entire Ontario vacation driving, walking, skiing, or cycling across the region's sprawling wilderness, but for a well-rounded experience, make sure you spend some time in Toronto, cosmopolitan provincial capital known for its multicultural neighborhoods and outstanding food scene.
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