Holiday eventsin Bennington, VT
Discover the best Holiday events in your area and online
Holiday
Bennington
Date
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Ramble Around Town: Hayride Bar Crawl 2026
Sunday • 2:00 PM
American Legion
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Cricket Creek Fall Farm Picnic
Sat, Oct 24 • 11:00 AM + 1 more
Cricket Creek Farm
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Santa Express 2026
Sat, Dec 12 • 10:00 AM + 4 more
r.k. Miles Depot Station
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Santa Express Evening Train
Fri, Dec 11 • 7:00 PM
r.k. Miles Depot Station
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Pumpkin Carving at Troy Rewind Oct 20 2026
Tue, Oct 20 • 7:00 PM
Troy Rewind
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