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4th Annual Middlebury Car Show & Fall Festival
Sunday, October 12, 2025
10am-3pm
Triangle Park/Main StreetJoin 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.
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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.
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Building Business. Building Community.