14 days in Ontario Itinerary

14 days in Ontario Itinerary

Created using Inspirock Ontario trip itinerary planner

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Make it your trip
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Pelee Island
— 2 nights
Unknown
2
Leamington
— 2 nights
Drive
3
Amherstburg
— 2 nights
Drive
4
Windsor
— 7 nights

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Pelee Island

— 2 nights
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.
On the 23rd (Sun), learn about winemaking at Pelee Island Winery Pavilion on Pelee Island and then do a tasting at Pelee Island Pavilion. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Fish Point Nature Reserve, take in the dramatic natural features at Stone Road Alvar Nature Reserve, and then stroll through Lighthouse Point Provincial Nature Reserve.

To see where to stay, other places to visit, traveler tips, and tourist information, read Pelee Island online trip itinerary maker.

The Route module shows you all the different ways you can get to Pelee Island. In August in Pelee Island, expect temperatures between 28°C during the day and 23°C at night. Cap off your sightseeing on the 25th (Tue) early enough to go by car to Leamington.

Things to do in Pelee Island

Parks · Wildlife · Wineries · Nature
Find places to stay Aug 23 — 25:

Leamington

— 2 nights
Leamington is a municipality in Essex County, Ontario, Canada. Kick off your visit on the 25th (Tue): look for gifts at Old Dutch Guys Chocolate, tour the pleasant surroundings at Jack Miner Bird Sanctuary, then do a tasting at Mastronardi Estate Winery, and finally learn about winemaking at Aleksander Estate Winery. Here are some ideas for day two: don't miss a visit to Leamington Arts Centre, then awaken your taste buds at Grape Vine Tours, then view the masterpieces at Chiaroscuro, and finally relax in the rural setting at Thiessen Orchards.

To find more things to do, photos, and other tourist information, go to the Leamington trip builder site.

Traveling by journey from Pelee Island to Leamington takes 2 hours. Alternatively, you can drive. In August in Leamington, expect temperatures between 30°C during the day and 21°C at night. Finish up your sightseeing early on the 27th (Thu) so you can go by car to Amherstburg.

Things to do in Leamington

Wineries · Tours · Parks · Wildlife

Side Trip

Find places to stay Aug 25 — 27:

Amherstburg

— 2 nights
Amherstburg is a town near the mouth of the Detroit River in Essex County, Ontario, Canada. Kick off your visit on the 27th (Thu): tour the pleasant surroundings at Holiday Beach Conservation Area, learn about winemaking at Sprucewood Shores Estate Winery, then learn about winemaking at Oxley Estate Winery, then do a tasting at Viewpointe Estate Winery, and finally learn about winemaking at North 42 Degrees Estate Winery & Bistro 42. On the 28th (Fri), you'll have a packed day of sightseeing: make a trip to Amherstburg Navy Yard National Historic Site, then steep yourself in history at Fort Malden National Historic Site, then don't miss a visit to Bois Blanc Island Lighthouse & Blockhouse, and finally look for gifts at Serenity Lavender Farm.

To see other places to visit, maps, more things to do, and other tourist information, refer to the Amherstburg route app.

You can drive from Leamington to Amherstburg in an hour. Another option is to drive. In August, plan for daily highs up to 30°C, and evening lows to 20°C. Finish up your sightseeing early on the 29th (Sat) so you can go by car to Windsor.

Things to do in Amherstburg

Historic Sites · Wineries · Outdoors · Trails

Side Trip

Find places to stay Aug 27 — 29:

Windsor

— 7 nights
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Your list of things to see and do now includes River Canard Canoe Co., Rose Bowl Lanes, Breakaway Gaming Centre, and other attractions. Venture out of the city with trips to Harrow (Oxley Estate Winery, Viewpointe Estate Winery, &more), Kingsville (Lakeside Park & Lee and Maria's) and Leamington (Point Pelee National Park, Seacliff Park, &more). There's lots more to do: savor the flavors at Food & Drink, appreciate the extensive heritage of Olde Walkerville Neighborhood, and look for gifts at Ocean Bottom Soap Company.

For more things to do, where to stay, photos, and more tourist information, you can read our Windsor travel route planner.

Drive from Amherstburg to Windsor in an hour. Alternatively, you can drive. In August, daily temperatures in Windsor can reach 31°C, while at night they dip to 19°C.

Things to do in Windsor

Parks · Fun & Games · Nature · Breweries & Distilleries

Side Trips

Find places to stay Aug 29 — Sep 5:

Ontario travel guide

4.3
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.