4 days in Windsor, Essex & Pelee Island Itinerary

4 days in Windsor, Essex & Pelee Island Itinerary

Created using Inspirock Ontario trip itinerary builder

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Make it your trip
Drive
1
Windsor
— 1 night
Drive
2
Essex
— 1 night
Drive
3
Pelee Island
— 1 night
Drive

S M T W T F S
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Windsor

— 1 night
Canada's southernmost city, Windsor continues to play a key role in the country's automotive industry.
Kick off your visit on the 2nd (Mon): contemplate the long history of Willistead Manor, appreciate the extensive heritage of Olde Walkerville Neighborhood, and then admire the natural beauty at Dieppe Gardens. On the 3rd (Tue), you'll have a packed day of sightseeing: don't miss a visit to Windsor Riverfront, stroll around Jackson Park, then examine the collection at Canadian Aviation Museum, and finally enjoy the sand and surf at Sandpoint Beach.

For ratings, where to stay, and tourist information, use the Windsor trip itinerary builder app.

Toronto to Windsor is an approximately 3.5-hour combination of ferry and flight. You can also drive; or take a train. Expect a daytime high around 31°C in August, and nighttime lows around 19°C. Finish your sightseeing early on the 3rd (Tue) so you can drive to Essex.

Things to do in Windsor

Historic Sites · Parks · Outdoors · Museums
Find places to stay Aug 2 — 3:

Essex

— 1 night
Essex is a town with a population of 20,427 in Essex County in southwestern Ontario, Canada, whose municipal borders extend to Lake Erie. Kick off your visit on the 4th (Wed): trek along Holiday Beach Conservation Area, learn about winemaking at Viewpointe Estate Winery, then do a tasting at Cooper's Hawk Vineyards and The Vines Restaurant, and finally explore the striking landscape of Point Pelee National Park.

To find photos, ratings, and tourist information, you can read our Essex trip maker.

Essex is just a stone's throw from Windsor. August in Essex sees daily highs of 31°C and lows of 19°C at night. Cap off your sightseeing on the 4th (Wed) early enough to go by car to Pelee Island.

Things to do in Essex

Nature · Parks · Outdoors · Trails

Side Trips

Find places to stay Aug 3 — 4:

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.
Kick off your visit on the 5th (Thu): tour the pleasant surroundings at Fish Point Nature Reserve, then do a tasting at Pelee Island Pavilion, then stroll through Lighthouse Point Provincial Nature Reserve, and finally tour the pleasant surroundings at Stone Road Alvar Nature Reserve.

For where to stay, maps, more things to do, and more tourist information, go to the Pelee Island sightseeing website.

Getting from Essex to Pelee Island by car takes about 2 hours. Traveling from Essex in August, you will find days in Pelee Island are slightly colder (28°C), and nights are a bit warmer (23°C). Finish your sightseeing early on the 5th (Thu) to allow enough time to travel back home.

Things to do in Pelee Island

Wildlife · Parks · Nature · Wineries
Find places to stay Aug 4 — 5: