• 5th Annual Middlebury Car Show & Fall Festival

    Sunday, October 11, 2026
    10am-3pm
    Triangle Park/Main Street

    Join us in Middlebury for the 5th annual Middlebury Car Show & Fall Festival, presented by G. Stone Motors and Stone CDJR.

    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.

  • REGISTER YOUR VEHICLE HERE REGISTER YOUR VEHICLE HERE

    • ALL VEHICLES MUST PRE-REGISTER ONLINE BEFORE EVENT.
      • Limited number of vehicles...ONLY 75!
      • We can not guarantee there will be any available spots the day of the show.
      • Rain or Shine!

  • VENDORS WANTED! VENDORS WANTED!

    • RESERVE A VENDOR SPACE HERE
    • Early-Bird Discount: Register by August 31, 2026 to receive $10 off (applies only to a standard vendor booth fee)
    • All applications must be completed online.
    • We supply a space on the grass; you supply table, tent, etc.
    • Food vendors & NEW Vendors please EMAIL before purchasing a booth.

  • 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.

  • THANK YOU 2026 SPONSORS
    PRESENTING SPONSORS

     

    VINTAGE SPONSOR

    ROADSTER SPONSOR
    CLASSIC SPONSORS

    HOT ROD SPONSORS

           

        

    PATRON SPONSORS

  • Building Business. Building Community.