8 days in Ontario Itinerary
Created using Inspirock Ontario trip itinerary maker
Start: Windsor
1
Windsor
— 1 night
Drive
2
Leamington
— 1 night
Drive
3
Essex
— 2 nights
Drive
4
Pelee Island
— 1 night
Drive
5
Amherstburg
— 1 night
Drive
6
Tecumseh
— 1 night
Drive
End: Windsor
Wed, Feb 15 - Wed, Feb 22
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Windsor — 1 night
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.On the 15th (Wed), trek along Devonwood Conservation Area, walk around Jackson Park, learn insider's secrets on a distillery tour, then appreciate the extensive heritage of Olde Walkerville Neighborhood, and finally sample the tasty concoctions at Walkerville Brewery. Get ready for a full day of sightseeing on the next day: take in nature's colorful creations at Coventry Gardens, contemplate the long history of Willistead Manor, visit Via Italia, then take in nature's colorful creations at Dieppe Gardens, and finally don't miss a visit to Windsor Riverfront.
To find more things to do, reviews, photos, and more tourist information, go to the Windsor vacation planning site.
The Route module can give you travel options from your home to Windsor. February in Windsor sees daily highs of 0°C and lows of -9°C at night. Finish up your sightseeing early on the 16th (Thu) so you can go by car to Leamington.
Find places to stay Feb 15 — 16:
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Leamington — 1 night

Leamington is a municipality in Essex County, Ontario, Canada. Kick off your visit on the 17th (Fri): stroll through Big O Conservation Area, stop by Pelee Wings Nature Store, then explore the striking landscape of Point Pelee National Park, and finally tour the pleasant surroundings at Hillman Marsh Conservation Area.
To see other places to visit, ratings, and other tourist information, refer to the Leamington trip builder.
Drive from Windsor to Leamington in an hour. Alternatively, you can take a bus. In February, plan for daily highs up to 0°C, and evening lows to -8°C. Wrap up your sightseeing on the 17th (Fri) early enough to drive to Essex.
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To see other places to visit, ratings, and other tourist information, refer to the Leamington trip builder.
Drive from Windsor to Leamington in an hour. Alternatively, you can take a bus. In February, plan for daily highs up to 0°C, and evening lows to -8°C. Wrap up your sightseeing on the 17th (Fri) early enough to drive to Essex.
Side Trip
Find places to stay Feb 16 — 17:
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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. On the 18th (Sat), learn about winemaking at North 42 Degrees Estate Winery & Bistro 42, learn about winemaking at Viewpointe Estate Winery, then do a tasting at Oxley Estate Winery, then learn about winemaking at Cooper's Hawk Vineyards and The Vines Restaurant, and finally identify plant and animal life at Jack Miner Bird Sanctuary. Get ready for a full day of sightseeing on the 19th (Sun): contemplate the waterfront views at Cedar Creek Conservation Area, learn about winemaking at Colchester Ridge Estate Winery, learn about winemaking at Colio Estate Winery, then learn about winemaking at Muscedere Vineyards, and finally do a tasting at Paglione Estate Winery.
For reviews, ratings, where to stay, and other tourist information, read our Essex travel route site.
Essex is very close to Leamington. In February in Essex, expect temperatures between 0°C during the day and -9°C at night. Wrap up your sightseeing on the 19th (Sun) to allow time to drive to Pelee Island.
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For reviews, ratings, where to stay, and other tourist information, read our Essex travel route site.
Essex is very close to Leamington. In February in Essex, expect temperatures between 0°C during the day and -9°C at night. Wrap up your sightseeing on the 19th (Sun) to allow time to drive to Pelee Island.
Side Trip
Find places to stay Feb 17 — 19:
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Pelee Island — 1 night

A vacation on Pelee Island allows you to get away from it all as well as to satisfy your appetite for adventure in beautiful natural surroundings.Start off your visit on the 20th (Mon): identify plant and animal life at Fish Point Nature Reserve, then do a tasting at Pelee Island Pavilion, then explore the striking landscape at Stone Road Alvar Nature Reserve, and finally look for all kinds of wild species at Lighthouse Point Provincial Nature Reserve.
Plan a trip to Pelee Island easily and quickly by telling Inspirock to suggest an itinerary.
Traveling by car from Essex to Pelee Island takes 2 hours. February in Pelee Island sees daily highs of -1°C and lows of -7°C at night. Wrap up your sightseeing on the 20th (Mon) to allow time to drive to Amherstburg.
Find places to stay Feb 19 — 20:
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Amherstburg — 1 night

Amherstburg is a town near the mouth of the Detroit River in Essex County, Ontario, Canada. Start off your visit on the 21st (Tue): don't miss a visit to Amherstburg Navy Yard National Historic Site, trek along Holiday Beach Conservation Area, then learn about winemaking at Sanson Estate Winery, and finally contemplate the long history of Fort Malden National Historic Site.
Before you visit Amherstburg, use our trip planner to discover what you can do and see there.
You can drive from Pelee Island to Amherstburg in 2.5 hours. In February, daily temperatures in Amherstburg can reach 1°C, while at night they dip to -8°C. Wrap up your sightseeing on the 21st (Tue) to allow time to drive to Tecumseh.
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Before you visit Amherstburg, use our trip planner to discover what you can do and see there.
You can drive from Pelee Island to Amherstburg in 2.5 hours. In February, daily temperatures in Amherstburg can reach 1°C, while at night they dip to -8°C. Wrap up your sightseeing on the 21st (Tue) to allow time to drive to Tecumseh.
Find places to stay Feb 20 — 21:
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Tecumseh — 1 night
Tecumseh is a town in Essex County in Southwestern Ontario, Canada. Start off your visit on the 22nd (Wed): get a taste of life in the country at Lazee G Ranch.
For more things to do, photos, reviews, and tourist information, read Tecumseh online trip itinerary planner.
Getting from Amherstburg to Tecumseh by car takes about an hour. February in Tecumseh sees daily highs of 0°C and lows of -9°C at night. Finish up your sightseeing early on the 22nd (Wed) so you can go by car back home.
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For more things to do, photos, reviews, and tourist information, read Tecumseh online trip itinerary planner.
Getting from Amherstburg to Tecumseh by car takes about an hour. February in Tecumseh sees daily highs of 0°C and lows of -9°C at night. Finish up your sightseeing early on the 22nd (Wed) so you can go by car back home.
Find places to stay Feb 21 — 22:
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Ontario travel guide
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.