• Win A Road Trip to Windsor

  • Win a road trip to Windsor! Enter today and you could win a road trip across the border for some fall fun in Windsor, including:


    • Two Night stay at Caesars Windsor
    • Two tickets to a select show inside the Colosseum at Caesars Windsor
    • Dining Voucher for you and a guest at Caesars Windsor
    • A Windsor experience like the Rum Runners Tour, Windsor Premier Cruises or two Barrels Bottles & Brews Trail Flight Log tasting passes


    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.


    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.

  • Like on Facebook
    Follow twepi

  • Contest closes on 09/13/2026 at 11:59pm. Grand prize winner will be contact by phone on 09/14/2026. Maximum one entry per day per valid email address. By entering this contest you consent to being added to the Tourism Windsor Essex Pelee Island marketing database.

  • Powered by Online Sweepstakes Maker