Windsor County High Bailiff

Last updated Sat, Nov 7, 1:34 PM ET

2 candidates · General election, November 3, 2026

What this office does

A Vermont county office with few regular duties. The high bailiff can serve court papers when the sheriff cannot, and takes over the sheriff's duties if the sheriff is jailed or the office is vacant.

Candidates

Anthony W. Leonard

Independent
Not enough public record yet to place on the left–right scale.

Hudson Ranney

Democrat · College student (political science, Brandeis University)
Not enough public record yet to place on the left–right scale.
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Quick answers

Who is running for Windsor County High Bailiff in 2026?
Anthony W. Leonard (Independent) and Hudson Ranney (Democrat).
What does this office do?
A Vermont county office with few regular duties. The high bailiff can serve court papers when the sheriff cannot, and takes over the sheriff's duties if the sheriff is jailed or the office is vacant.
Who should I vote for in the Windsor County High Bailiff race?
SpectrumVote doesn't endorse anyone or tell you how to vote. Compare each candidate's record, funding, outside spending and endorsements on this page, then decide based on the issues that matter most to you. Enter your address at spectrumvote.com to see this race next to everything else on your ballot.
When is the election?
The general election was Tuesday, November 3, 2026. Counts are unofficial until each state certifies its results over the following weeks; your state or county election office has the official results.

Not sure how to decide? Read our nonpartisan guide to the Windsor County ballot.

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