• Plan a Road Trip to Windsor Essex and discover everything there is to explore - wandering our wineries, cycling our trails, farm-to-table feasts & more.


    We're giving away a $1,000 experience and all you need to do is create your own itinerary with our MyTrip Itinerary Builder!


    1. Click visitwindoressex.com/mytrip and create your own day trip itinerary

    2. Create an itinerary of where you would like to go & explore that includes at least a one night stay.

    3. Customize it to your liking. For tips on how to customize your trip by adding in restaurants and new attractions click here.

    4. Submit the link below.


    You can enter one itinerary per day!


    If you're looking for more itinerary ideas check out our Windsor Essex Road Trip campaign. It's packed full of itineraries that are easy to download and take with you to explore Windsor Essex in a safe way.


    Contest closes on October 31st, 2021. Retail value $1,000 in Windsor Road Trip Rewards TruCash Visa cards valid for use in Windsor only. Grand prize non-transferrable. Limit one entry per valid email per day. Valid entries must include a unique and customized itinerary created individually using the Mytrip Digital Itinerary Builder for the chance to win. Pre-designed itineraries will not be recorded as valid entries. Grand prize valid through October 31st, 2022.