11 days in Ontario Itinerary

11 days in Ontario Itinerary

Created using Inspirock Ontario trip maker

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Make it your trip
Drive
1
Lakeshore
— 1 day
Drive
2
Essex
— 2 nights
Drive
3
Leamington
— 2 nights
Drive
4
Pelee Island
— 2 nights
Drive
5
Kingsville
— 2 nights
Drive
6
Amherstburg
— 2 nights
Drive

S M T W T F S
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Lakeshore

— 1 day
Lakeshore is a town on Lake St. On the 24th (Tue), see the interesting displays at John Freeman Walls Historic Site & Underground Railroad Museum, then learn about winemaking at Wagner Orchards & Estate Winery, and then take a peaceful walk through Tremblay Beach Conservation Area.

To see more things to do, where to stay, traveler tips, and more tourist information, go to the Lakeshore tour itinerary website.

Windsor to Lakeshore is an approximately half hour car ride. In August, Lakeshore is a bit cooler than Windsor - with highs of 25°C and lows of 12°C. Finish up your sightseeing early on the 24th (Tue) so you can travel to Essex.

Things to do in Lakeshore

Wildlife · Beaches · Outdoors · Parks
Find places to stay Aug 24 — 25:

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 25th (Wed), don't miss a visit to Historic Essex Railway Station, do a tasting at Muscedere Vineyards, learn about winemaking at Sprucewood Shores Estate Winery, then do a tasting at North 42 Degrees Estate Winery & Bistro 42, then learn about winemaking at Viewpointe Estate Winery, and finally do a tasting at Erie Shore Vineyard. Get ready for a full day of sightseeing on the next day: learn about winemaking at Colio Estate Winery, learn about winemaking at Colchester Ridge Estate Winery, learn about winemaking at Oxley Estate Winery, learn about winemaking at Paglione Estate Winery, then do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant, and finally experience rural life at The Fruit Wagon.

To find other places to visit, reviews, ratings, and more tourist information, go to the Essex trip planning website.

Essex is just a stone's throw from Lakeshore. Plan for somewhat warmer temperatures traveling from Lakeshore in August, with highs in Essex at 31°C and lows at 19°C. Wrap up your sightseeing on the 26th (Thu) to allow time to drive to Leamington.

Things to do in Essex

Wineries
Find places to stay Aug 24 — 26:

Leamington

— 2 nights
Leamington is a municipality in Essex County, Ontario, Canada. Kick off your visit on the 27th (Fri): stop by Pelee Wings Nature Store, then explore the striking landscape of Point Pelee National Park, then stroll around Seacliff Park, and finally try your luck at Leamington Raceway. Get ready for a full day of sightseeing on the next day: relax in the rural setting at Thiessen Orchards, then make a trip to Leamington Arts Centre, and then glide through natural beauty at Hillman Marsh Conservation Area.

For other places to visit, more things to do, where to stay, and tourist information, go to the Leamington vacation maker app.

Leamington is very close to Essex. August in Leamington sees daily highs of 30°C and lows of 21°C at night. Wrap up your sightseeing on the 28th (Sat) early enough to drive to Pelee Island.

Things to do in Leamington

Parks · Nature · Casinos · Fun & Games
Find places to stay Aug 26 — 28:

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 29th (Sun), stroll through Stone Road Alvar Nature Reserve, then tour the pleasant surroundings at Lighthouse Point Provincial Nature Reserve, then stroll through Fish Point Nature Reserve, and finally do a tasting at Pelee Island Pavilion.

Plan my Pelee Island trip by asking Inspirock to come up with tips and suggestions.

You can drive from Leamington to Pelee Island in 2 hours. In August, plan for daily highs up to 28°C, and evening lows to 23°C. On the 30th (Mon), you're off to Kingsville.

Things to do in Pelee Island

Wildlife · Parks · Nature · Wineries
Find places to stay Aug 28 — 30:

Kingsville

— 2 nights
Kingsville is located in Essex County in southwestern Ontario, Canada, and is Canada's southernmost municipality with town status. You've now added Anna's Garden, Home & Wellness to your itinerary. Start off your visit on the 31st (Tue): indulge your thirst for a good beer at The Grove Brew House, walk around Lakeside Park, then stop by Anna's Garden, Home & Wellness, then learn about winemaking at Mastronardi Estate Winery, and finally do a tasting at Black Bear Farms of Ontario Estate Winery. Get ready for a full day of sightseeing on the 1st (Wed): take an in-depth tour of Canadian Transportation Museum & Heritage Village and then indulge your senses at Grape Vine Tours.

To see reviews, where to stay, other places to visit, and other tourist information, use the Kingsville trip planning site.

Traveling by car from Pelee Island to Kingsville takes 2 hours. Traveling from Pelee Island in August, you can expect nighttime temperatures to be little chillier in Kingsville, with lows of 19°C. Finish your sightseeing early on the 1st (Wed) to allow enough time to drive to Amherstburg.

Things to do in Kingsville

Wineries · Tours · Parks · Museums
Find places to stay Aug 30 — Sep 1:

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 2nd (Thu): explore the landscape on two wheels at Holiday Beach Conservation Area, then look for gifts at Gibson Gallery, then steep yourself in history at Fort Malden National Historic Site, and finally don't miss a visit to Amherstburg Navy Yard National Historic Site.

To find where to stay, traveler tips, reviews, and other tourist information, read our Amherstburg trip itinerary planning website.

Amherstburg is just a stone's throw from Kingsville. Expect a daytime high around 26°C in September, and nighttime lows around 17°C. On the 3rd (Fri), you'll travel back home.

Things to do in Amherstburg

Wildlife · Beaches · Outdoors · Historic Sites
Find places to stay Sep 1 — 3:

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.