Road Closure Notice Monday 9/22 for Forest Avenue & W. Wakefield Blvd.
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Winchester is where home is more than a place.

Welcome to Winchester, a community full of character and surrounded by the beauty of the Litchfield Hills. From its historic charm and strong local businesses to excellent schools and peaceful lakes, Winchester offers a wonderful quality of life.

More Recent Articles
Sep 5, 2025
Registrar of Voters
Registrars-Lottery to be held on Monday 9/15
Sep 5, 2025
Public Works
Road Closure notice
Sep 2, 2025
Torrington Area Health District
SWIMMING ADVISORY - REMOVED
Aug 21, 2025
Public Works
Road Closure Notice-August 22nd
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Upcoming Meetings

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Recently Held Meetings
Sep 22, 2025
Housing Authority
Housing Authority Board Meeting
Aug 19, 2025
Board of Education
Board of Education-Special Meeting
Aug 15, 2025
Housing Authority
Special Meeting
Jul 26, 2025
Board of Education
Board of Education-Special Meeting
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Enjoying Winchester

Winchester is alive with local events, unique businesses, and must-visit destinations. Check out our community calendar for a live feed of what’s happening in town, and our interactive map to tour the area.

Jun
20
Tom Turci at 2nd Home Restaurant/Lounge
Jun
21
Summer Fashion Show
Jun
21
Connecticut's African American Soldiers - presentation by Hamish Lutris
Jun
21
Soldiers' Monument Winsted - OPEN HOUSE
Jun
21
The Sons of Astro at 2nd Home Restaurant/Lounge
Jun
26
Pat Marafiote Trio featuring Theresa Wright and Steve Clarke at 2nd Home Restaurant/Lounge
Jun
27
Brett Potter at 2nd Home Restaurant/Lounge
Jun
28
Katherine Winston at 2nd Home Restaurant/Lounge
Jul
3
Ramblin Dan Stevens at 2nd Home Restaurant/Lounge
Jul
4
4th of July - Public Reading of the Declaration of Independence
Jul
5
Mad River Music at 2nd Home Restaurant/Lounge
Jul
8
COMBAT HATE AND PREJUDICE
Jul
10
Jim Schribert / Bill Kimball Jazz Guitar Duo at 2nd Home Restaurant/Lounge
Jul
11
Brian DuFord and Sean P. McGlynn at 2nd Home Restaurant/Lounge
Jul
12
Dylan Pedersen at 2nd Home Restaurant/Lounge
Jul
15
Notice of Democratic Caucus
Jul
17
T.J. Thompson Trio at 2nd Home Restaurant/Lounge
Jul
18
Dan Ringrose at 2nd Home Restaurant/Lounge
Jul
19
Seth Hagymasi and Aaron Shaw at 2nd Home Restaurant/Lounge
Jul
24
The Myron Yousman and the Jam Fam at 2nd Home Restaurant/Lounge
Jul
25
Chris Marolda at 2nd Home Restaurant/Lounge
Jul
26
Kettle Creek at 2nd Home Restaurant/Lounge
Jul
31
Frank Gordon Jazz Trio at 2nd Home Restaurant/Lounge
Aug
1
Shawn Taylor at 2nd Home Restaurant/Lounge
Aug
2
Akoustic Groove at 2nd Home Restaurant/Lounge
Aug
8
John Mayock at 2nd Home Restaurant/Lounge
Aug
10
iPhone Photography Class for Jewelers
Aug
16
iPhone Photography Class for 2-D Artists
Aug
17
The World Turned Upside Down: The American Revolution Begins, 1775
Aug
21
Danielle Miraglia at 2nd Home Restaurant/Lounge
Aug
22
Walter Jacobson at 2nd Home Restaurant/Lounge
Aug
23
Orb Mellon w/Dave Robbins at 2nd Home Restaurant/Lounge
Aug
28
DenMar Jazz Trio at 2nd Home Restaurant/Lounge
Aug
29
Ian Campbell at 2nd Home Restaurant/Lounge
Aug
30
Center Line Duo at 2nd Home Restaurant/Lounge
Sep
4
Pat Marafiote Trio featuring Theresa Wright and Steve Clarke at 2nd Home Restaurant/Lounge
Sep
5
Bobby Pirotta at 2nd Home Restaurant & Lounge
Sep
6
AmyBlu featuring Max Mayer at 2nd Home Restaurant/Lounge
Sep
11
Dedication Day Event and 9/11 Memorial Concert
Sep
11
Ramblin Dan Stevens at 2nd Home Restaurant/Lounge
Sep
12
Kala Farnham at 2nd Home Restaurant/Lounge
Sep
12
HannaH's Field at 2nd Home Restaurant/Lounge
Sep
13
The Sons of Astro at 2nd Home Restaurant/Lounge
Sep
18
The Myron Yousman Trio at 2nd Home Restaurant/Lounge
Sep
19
West Hill Two at 2nd Home Restaurant/Lounge
Sep
20
Katherine Winston at 2nd Home Restaurant/Lounge
Sep
20
Live @AMP: Gryme
Sep
25
T.J. Thompson Trio at 2nd Home Restaurant/Lounge