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October 11, 2026 | 10:00 am

Middlebury Car Show & Fall Festival

Join us for the 5th Annual Middlebury Car Show & Fall Festival (10:00 am to 3:00 pm). Main Street will close to welcome 75 vehicles for a day of family-friendly fun in the heart of downtown. Enjoy...
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Join us for the 5th Annual Middlebury Car Show & Fall Festival (10:00 am to 3:00 pm). Main Street will close to welcome 75 vehicles for a day of family-friendly fun in the heart of downtown. Enjoy food trucks, 30+ vendors, music, children's activities, and more while exploring one of Vermont's most vibrant downtowns.

Brought to you by the Addison County Chamber of Commerce and the Better Middlebury Partnership, this event is free for spectators thanks to the support of our generous sponsors.

Where to stay

BOOK DIRECT IN VERMONT This Summer: 
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Ditch the big booking engines and tap into Vermont’s best-kept stays - direct from the source. Our new guide delivers unique rentals, lakefront cottages, mountain getaways, and one-of-a-kind homes you won’t find anywhere else. Skip the fees, support locals, and stay somewhere that actually feels like Vermont.
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Where To Stay

BOOK DIRECT IN VERMONT This Summer:
FEWER FEES, Better VIBES

Ditch the big booking engines and tap into Vermont’s best-kept stays - direct from the source. Our new guide delivers unique rentals, lakefront cottages, mountain getaways, and one-of-a-kind homes you won’t find anywhere else. Skip the fees, support locals, and stay somewhere that actually feels like Vermont.
Sponsored by Vermont.com
Check It Out
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