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Sheffield’s annual Fair keeps getting better after 19 years

SHEFFIELD — At the start of the new millennium, town officials were tasked with figuring out how to celebrate their community.

Dave Smith Sr., a former member of the select board, with Kathy Orlando, a longtime and current member of the town’s agricultural commission, came up with the idea that started with a couple vendors on the village green and would later turn into an annual day of family fun.

Nineteen years later, the tradition has continued at the town park on Sept. 7 with live music, kids games, dozens of vendors and hay rides.

“The whole idea of the fair, from the very beginning, was to be able to get the businesses, organizations and community in Sheffield to be able to have a way to communicate and enjoy each other,” said Orlando, who is also the executive director of land protection at the Sheffield Land Trust.

When the village green in front of town hall was being redone, the fair moved to the town park, allowing the expanding event to include animals. As part of the yearly tradition, a livestock showmanship fitting competition is held for ages 7 to 19.

The free fair also featured a visit from the Sheffield Police Department, Community Health Programs’ mobile health unit and a kids entertainment tent set up by the Sheffield Public Library.

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