5 days in Windsor & Essex Itinerary

5 days in Windsor & Essex Itinerary

Created using Inspirock Ontario trip planner

Make it your trip
Ferry to Billy Bishop Toronto City, Fly to Windsor
1
Windsor
— 1 night
Drive
2
Essex
— 3 nights
Drive

S M T W T F S
10
11
12
13
14
15
16

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 11th (Mon): wander the streets of Via Italia, make a trip to Windsor Riverfront, then contemplate the long history of Willistead Manor, then indulge your thirst for a good beer at Walkerville Brewery, and finally take in nature's colorful creations at Dieppe Gardens. On the next day, stroll around Assumption Park, gain insight at Ojibway Nature Centre, then walk around Jackson Park, then learn insider's secrets on a distillery tour, and finally appreciate the extensive heritage of Olde Walkerville Neighborhood.

For photos, reviews, and more tourist information, go to the Windsor travel planner.

Toronto to Windsor is an approximately 3.5-hour combination of ferry and flight. You can also drive; or take a train. October in Windsor sees daily highs of 20°C and lows of 9°C at night. Wrap up your sightseeing on the 12th (Tue) early enough to drive to Essex.

Things to do in Windsor

Historic Sites · Breweries & Distilleries · Neighborhoods · Parks
Find places to stay Oct 11 — 12:

Essex

— 3 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. Essex is known for wineries, museums, and shopping. Your trip includes some of its best attractions: explore the wealth of natural beauty at Point Pelee National Park, do a tasting at Muscedere Vineyards, take an in-depth tour of Canadian Transportation Museum & Heritage Village, and pick up some local products at Lee and Maria's.

Inspirock's itinerary builder makes planning a Essex trip simple and quick.

Essex is just a short distance from Windsor. In October, plan for daily highs up to 20°C, and evening lows to 9°C. Wrap up your sightseeing on the 15th (Fri) early enough to drive back home.

Things to do in Essex

Wineries · Shopping · Museums · Parks

Side Trips

Find places to stay Oct 12 — 15: