• 4th Annual Middlebury Car Show & Fall Festival

    Sunday, October 12, 2025
    10am-3pm
    Triangle Park/Main Street

    Join us in Middlebury for the 4th annual Middlebury Car Show & Fall Festival, presented by Stone Motors.

    Main Street will close to welcome 75 classic cars and trucks. Food trucks, 30+ vendors, music, kids' activities and more!

    Don’t miss this fun, family-friendly event brought to you by the Addison County Chamber of Commerce and the Better Middlebury Partnership. Thanks to our many sponsors this is a FREE event to spectators.

  • VEHICLE REGISTRATION COMING SOON! VEHICLE REGISTRATION COMING SOON!

  • VENDORS WANTED! VENDORS WANTED!

    • RESERVE A VENDOR SPACE HERE
    • All applications must be completed online.
    • We supply a space on the grass; you supply table, tent, etc.
    • Food vendors, please EMAIL US before purchasing a booth. Space is limited

  • THANK YOU 2025 SPONSORS

    PRESENTING SPONSORS

     

  • VINTAGE SPONSOR

  • HOT ROD SPONSORS

          

    PATRON SPONSORS

  • The Middlebury Car Show and Fall Festival is co-sponsored by the Addison County Chamber of Commerce and the Better Middlebury Partnership, non-profit organizations serving the businesses, non-profits and communities of Middlebury and Addison County.

  • Building Business. Building Community.