• Win A Road Trip

    to Windsor Essex

  • Like bold reds & blue skies or county sights & city lights - a road trip to Windsor Essex goes better when we do it together!


    Start planning your own road trip now to Windsor Essex using our Official Visitor Guide. Flip through the guide for info & tips on the best things to see & do in Windsor Essex.


    Enter today for your chance to WIN a Weekend Getaway to Windsor Essex worth over $1,000! You get to pick your trip!


    1. a Windsor road trip with an overnight stay at Caesars Windsor
    2. an Essex County road trip with an overnight stay at The Grove Hotel
    3. a Pelee Island escape with an overnight stay at The Wandering Dog Inn


    If you need more help planning your trip to Windsor Essex this summer you can click here to request a copy of our Official Visitor Guide to be delivered directly to your house for free.


    Contest closes on 09/30/2025 at 11:59pm. Grand prize winner will be contact by phone on 10/01/2025. Maximum one entry per day per valid email address.

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  • By entering this contest you consent to being added to the Tourism Windsor Essex Pelee Island marketing database.

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