7 days in Ontario Itinerary

7 days in Ontario Itinerary

Created using Inspirock Ontario travel route maker
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— 1 night
— 1 night
— 2 nights
— 2 nights


Kingsville — 1 night

Kingsville is located in Essex County in southwestern Ontario, Canada, and is Canada's southernmost municipality with town status. Kick off your visit on the 24th (Sun): look for gifts at Old Dutch Guys Chocolate, sample the tasty concoctions at The Grove Brew House, then experience rural life at The Fruit Wagon, then examine the collection at John R. Park Homestead & Conservation Area, and finally learn about winemaking at Paglione Estate Winery. Keep things going the next day: indulge your thirst for a good beer at Banded Goose Brewing Co., then play a few rounds at Kingsville Golf & Country Club, and then do a tasting at Black Bear Farms of Ontario Estate Winery.

To find more things to do, other places to visit, traveler tips, and more tourist information, read Kingsville planning website.

Windsor to Kingsville is an approximately 1-hour car ride. October in Kingsville sees daily highs of 19°C and lows of 9°C at night. Finish your sightseeing early on the 25th (Mon) to allow enough time to drive to Leamington.
Golf · Outdoors · Shopping · Wineries
Side Trip
Find places to stay Oct 24 — 25:

Leamington — 1 night

Leamington is a municipality in Essex County, Ontario, Canada. Start off your visit on the 26th (Tue): don't miss a visit to Historic Essex Railway Station, then hike along Big O Conservation Area, then experience rural life at Thiessen Orchards, and finally stop by Pelee Wings Nature Store.

For more things to do, reviews, maps, and more tourist information, read our Leamington visit planner.

Leamington is just a stone's throw from Kingsville. In October in Leamington, expect temperatures between 19°C during the day and 11°C at night. Finish your sightseeing early on the 26th (Tue) so you can drive to Amherstburg.
Wildlife · Trails · Outdoors · Parks
Side Trips
Find places to stay Oct 25 — 26:

Amherstburg — 2 nights

Amherstburg is a town near the mouth of the Detroit River in Essex County, Ontario, Canada. On the 27th (Wed), trek along Holiday Beach Conservation Area, learn about winemaking at Erie Shore Vineyard, then learn about winemaking at Sanson Estate Winery, and finally do a tasting at Vivace Estate Winery. Get ready for a full day of sightseeing on the 28th (Thu): enjoy the sea views from Bois Blanc Island Lighthouse & Blockhouse, examine the collection at Park House Museum, then see the interesting displays at Amherstburg Freedom Museum, then stop by Gibson Gallery, and finally sample the fine beverages at Wolfhead Distillery.

To find other places to visit, ratings, and tourist information, read Amherstburg travel planner.

You can drive from Leamington to Amherstburg in an hour. In October, daytime highs in Amherstburg are 19°C, while nighttime lows are 9°C. Cap off your sightseeing on the 28th (Thu) early enough to go by car to Windsor.
Wineries · Wildlife · Trails · Outdoors
Side Trip
Find places to stay Oct 26 — 28:

Windsor — 2 nights

Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
On the 29th (Fri), take an in-depth tour of Mackenzie Hall, pause for some serene contemplation at Sandwich First Baptist Church, stroll through Devonwood Conservation Area, then head outdoors with McAuliffe Woods Conservation Area, and finally walk around Reaume Park. Get ready for a full day of sightseeing on the 30th (Sat): grab your bike and head to Ganatchio Trai, view the masterpieces at Walkerville Artist Co-op, and then wander the streets of Via Italia.

For reviews, ratings, and more tourist information, use the Windsor online road trip planner.

Drive from Amherstburg to Windsor in an hour. October in Windsor sees daily highs of 20°C and lows of 9°C at night. Wrap up your sightseeing on the 30th (Sat) to allow time to travel back home.
Museums · Outdoors · Parks · Trails
Find places to stay Oct 28 — 30:

Ontario travel guide

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.