3rd Annual Fall 2024 River Cleanup
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Photo by: Steven Bishop

Welcome to Winchester, CT

Nestled in the beautiful Litchfield Hills, Winchester is a charming and historic community with a rich history and an exciting variety of amenities and sights to be seen. In the foothills of the Berkshire Mountains, Winchester enjoys beautiful scenery, excellent schools, and thriving business, restaurant, and arts community located in Winsted, its downtown area. At 32 square miles in size and a population just under 11,000, Winchester residents and visitors enjoy a wonderful quality of life with beautiful lakes, fishing boating, freshwater springs, and more.

The town is a great place to live, work, and play. Whether you're a lifelong resident or a visitor, we hope you'll take the time to explore all that Winchester and Winsted have to offer.

More About Winchester

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Latest News

See You at the 24th Fall Foliage Festival & Car Show!
Sergeant Promotional Ceremony-Sgt. Hubbard and Sgt. Blass
An Important Message From Highland Lake Watershed Association
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Resident Resources

Online Tax Payments

Search the status of each of your tax statements that we have on record and pay them online.
Pay Your Tax Bill

Assessor's Database

This database provides you with information on each parcel of real estate in Winchester.
Access Database

Minutes & Agendas

Search, view, and download meeting agendas and minutes files.
Search the File Directory