2 candidates are tracked for Windsor County High Bailiff on the November 3, 2026 ballot: Anthony W. Leonard and Hudson Ranney. Candidate information follows official Windsor County election filings; verify with the official election office linked below.
Anthony W. Leonard (Independent) and Hudson Ranney (Dem/Prog) meet on the November 3, 2026 ballot for Windsor County High Bailiff, per the Vermont Secretary of State's general election candidate list; the August 11 primaries settled the party nominations.
Vermont › Windsor County › Windsor County High Bailiff
Independent
Anthony W. Leonard is a certified candidate for high bailiff of Windsor County on the Vermont Secretary of State's 2026 general election candidate list. Resides in Springfield, Vermont. No campaign website was found as of September 25, 2026.
Dem/Prog
Hudson Ranney is a candidate for Windsor County High Bailiff, running on a platform of civilian oversight of the county sheriff's office, per his campaign site.
Who is running for Windsor County High Bailiff in 2026?
2 candidates are tracked for Windsor County High Bailiff on the November 3, 2026 ballot: Anthony W. Leonard and Hudson Ranney. Candidate information follows official Windsor County election filings; verify with the official election office linked below.
When is the Windsor County High Bailiff election in Vermont?
Election Day is Tuesday, November 3, 2026. Registration deadlines, early voting dates and mail ballot rules for Vermont are on the Vermont election hub at theballotbrief.com.
How do I see my exact Windsor County ballot?
Enter your ZIP code in the lookup at theballotbrief.com for the statewide and congressional races, or a full street address to add the county, city and district contests for that location.
Candidate roster from official Windsor County and state election office filings, last verified October 1, 2026. Bios and priorities carry their attribution inline.
Cross-check with the official Vermont election office, or see the full Windsor County sample ballot and your exact ballot by address.
18 tracked races in Windsor County, Vermont. Landed here from another county's search? Look up your own ballot below.