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Residents Shift from Sheriff Patrol to Private Security

Town of Woodstock logoTown of Woodstock
Document date
Jul 27, 2026

The 30-second brief

What it covers

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.

Who holds it

Windsor County Sheriff's Department holds this transportation contract with Town of Woodstock. Its other public contracts on record include work for Town of Brookfield and Town of Plymouth.

What happens next

Term as filed: Prior fall foliage seasons, replaced for Indigenous Peoples' Day weekend by private security.

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Contract details

Contract type
Transportation
Document date
July 27, 2026
Term
Prior fall foliage seasons, replaced for Indigenous Peoples' Day weekend by private security
Vendor
Windsor County Sheriff's Department
Agency
Town of Woodstock
Source document
Town of Woodstock Selectboard Minutes 2026-07-27 (Minutes)

Windsor County Sheriff's Department's other public contracts

Town of Brookfield, VermontBrookfield Reviews Sheriff Department Patrol Services · Oct 21, 2026$1.6KTown of Plymouth, VermontPlymouth Board Reviews Windsor County Sheriff Contract · Sep 14, 2026UndisclosedTown of Bethel, VermontSheriff’s Department To Support Bethel 5K And Patrols · Aug 10, 2026UndisclosedTown of Tunbridge, VermontTown Continues Sheriff Department Partnership · Jul 14, 2026UndisclosedTown of Pomfret, VermontPomfret Renews Sheriff's Department Patrol Contract · Jun 3, 2026All Windsor County Sheriff's Department contractsVendor profile

More Town of Woodstock contracts

CHAMBERWoodstock Board Discusses Chamber Website MOU · Nov 3, 2026UndisclosedNEMRCWoodstock Reports Ongoing NEMRC Software License Costs · Nov 3, 2026Desorcie ProductsFire Department Recommends Desorcie Ambulance Bid · Oct 23, 2026Vander Molen Fire ApparatusVander Molen Submits Ambulance Replacement Bid · Oct 23, 2026Greenwood Emergency VehiclesGreenwood Submits Ambulance Replacement Bid · Oct 23, 2026All Town of Woodstock activityAgency profile

Questions about this contract

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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What is Town of Woodstock currently buying?

Explore Town of Woodstock's vendors, signed contracts, and active RFPs on their Civic IQ agency profile.

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