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Three leashed, costumed dogs attending the Howl-O-Ween Dog Costume Contest and Parade, a pet-friendly event in Winchester, KY. Photo by @LegacyGrovePark.
A Dachshund in a hot dog costume at the pet-friendly Howl-O-Ween Dog Costume Contest and Parade in Winchester, KY. Photo by @LegacyGrovePark.
Two Huskies in costumes at the Howl-O-Ween Dog Costume Contest and Parade, a dog-friendly event in Winchester, KY. Photo by @LegacyGrovePark.
Three leashed, costumed dogs attending the Howl-O-Ween Dog Costume Contest and Parade, a pet-friendly event in Winchester, KY. Photo by @LegacyGrovePark.
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A Dachshund in a hot dog costume at the pet-friendly Howl-O-Ween Dog Costume Contest and Parade in Winchester, KY. Photo by @LegacyGrovePark.
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Next
Two Huskies in costumes at the Howl-O-Ween Dog Costume Contest and Parade, a dog-friendly event in Winchester, KY. Photo by @LegacyGrovePark.
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Next
Three leashed, costumed dogs attending the Howl-O-Ween Dog Costume Contest and Parade, a pet-friendly event in Winchester, KY. Photo by @LegacyGrovePark.
Previous
Next
A Dachshund in a hot dog costume at the pet-friendly Howl-O-Ween Dog Costume Contest and Parade in Winchester, KY. Photo by @LegacyGrovePark.
Previous
Next
Two Huskies in costumes at the Howl-O-Ween Dog Costume Contest and Parade, a dog-friendly event in Winchester, KY. Photo by @LegacyGrovePark.
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Howl-O-Ween Dog Costume Contest and Parade at Legacy Grove Park

Mark your calendars for Howl-O-Ween Dog Costume Contest and Parade at Legacy Grove Park! This dog-friendly event will be held from 9:00 AM–11:00 AM on October 31, 2026 at Legacy Grove Park in Winchester, KY. Visit Website

Or call (859) 355-9064 or email djackson@legacygreenscapes.org for more information.

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Description

Legacy Grove Dog Park hosts a Halloween dog costume contest and parade featuring awards for Best Small Dog Costume, Best Medium Dog Costume, Best Large Dog Costume, Best Non-Dog Costume, Best in Show, and Crowd Favorite. Judges evaluate creativity, originality, effort, and authenticity, with bonus points for homemade costumes. Dogs of all sizes are welcome to show off their festive looks.

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