Residents Shift from Sheriff Patrol to Private Security

Residents previously funded Windsor County Sheriff's Department staffing to manage fall foliage traffic at Cloudland Road, but plan to replace this law enforcement presence with private security focused on Sleepy Hollow property during the Indigenous Peoples' Day weekend. The past sheriff arrangement was discussed as background for the road closure request.

Scope & details

The full contract record, as filed.

Contract type

TRANSPORTATION

Contract term

Prior fall foliage seasons, replaced for Indigenous Peoples' Day weekend by private security

Renewal date

2026-10-13

Renewal

Seasonal resident-funded staffing arrangement effectively discontinued in favor of private security.

Document type

Minutes

Source document

Town of Woodstock Selectboard Minutes 2026-07-27

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Town of Bethel Selectboard Minutes 2026-08-10

ONGOING

Town of Bethel, VermontAug 10, 2026

Town of Pomfret Selectboard Meeting AgendaPacket 2026-06-03

RENEWED

Town of Pomfret, Vermont$75.00 per hour (Regular Fee); Extra patrol: $75/hour ($100/hr on holidays)Jun 3, 2026

Town of Plymouth Select Board Regular Meeting Minutes 2026-06-01

APPROVED

Town of Plymouth, VermontJun 1, 2026

Town of Sharon Selectboard Regular Meeting Agenda 2026-06-01

AWARDED

Town of Sharon, Vermont$75 per hour for an average of 20 hours per weekJun 1, 2026

Town of Pomfret Selectboard Meeting Agenda May 6, 2026

PENDING

Town of Pomfret, Vermont$75.00 per hour for regular patrol; $75.00 per hour for extra patrol on non-holidays; $100.00 per hour for extra patrol on state holidaysMay 6, 2026

Frequently asked questions

Common questions about this contract, answered from the record.

Who was awarded the transportation contract by Town of Woodstock?

Windsor County Sheriff's Department was awarded this transportation contract by Town of Woodstock, as recorded on July 27, 2026.

What type of contract is this?

This is a Transportation contract, documented as a minutes record.

Where was this contract approved?

This contract appears in Town of Woodstock Selectboard Minutes 2026-07-27 (Minutes), dated July 27, 2026 from Town of Woodstock. Civic IQ extracts contract records directly from agency meeting documents and solicitations.

What other contracts does Windsor County Sheriff's Department hold?

Windsor County Sheriff's Department may hold additional government contracts. View their full contract history, the agencies they serve, and total tracked spend on their Civic IQ vendor profile.

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