Upcoming Community Events

Thursday, October 29, 2026

Oct 29 2026 | 7:15pm: All-School Halloween Outreach Recital -Offsite at the Gables • feature
https://www.winchestermusic.org
Location: Winchester Community Music School: W
Cultural, Education
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Friday, October 30, 2026

Oct 30 2026 | 10:30am: Shake Rattle and Read • feature
http://winpublib.org
Location: Winchester Public Library: L
Cultural, Education
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Oct 30 2026 | 3:30pm: Board Game Afternoon • feature
http://winpublib.org
Location: Winchester Public Library: L
Cultural, Education
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Event Flier
Oct 30 2026 | 4pm: Kids Art with Studio on the Common • feature
http://winpublib.org
Location: Winchester Public Library: L
Cultural, Education
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Saturday, October 31, 2026

Oct 31 2026 | 9am: Winchester Farmers Market • feature
https://www.wfmchub.org
Location: Town Common: T
Cultural, Education, Environment, Family, Health, Community
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Event Flier
Oct 31 2026 | 9am: WPL @ The Farmers' Market • feature
http://winpublib.org
Location: Winchester Public Library: L
Cultural, Education
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Monday, November 2, 2026

Nov 2 2026 | 7pm: No School | WPS Staff Professional Development • feature
https://www.winchesterps.org/
WPS
Education
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Saturday, November 7, 2026

Flier for WFEE Annual Gala: Under the Stars
Nov 7 2026 | 7pm: WFEE Annual Gala: Under the Stars ☆
https://www.wfee.org/
Location: Winchester Country Club
Community, Education
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Tuesday, November 10, 2026

Nov 10 2026 | 7pm: No School • feature
https://www.winchesterps.org/
WPS
Education
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Monday, November 16, 2026

Winchester Special Education Parent Advisory Council (WinPAC) Meeting Schedule
Nov 16 2026 | 12pm: Winchester Special Education Parent Advisory Council (WinPAC) Meeting • feature
https://www.winchesterpac.org/
Zoom link
Education
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Tuesday, November 24, 2026

Nov 24 2026 | 7pm: Early Release (Preschool-Grade 12) • feature
https://www.winchesterps.org/
WPS
Education
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Wednesday, November 25, 2026

Nov 25 2026 | 7pm: No School: Thanksgiving • feature
https://www.winchesterps.org/
WPS
Education
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Wednesday, December 9, 2026

Winchester Special Education Parent Advisory Council (WinPAC) Meeting Schedule
Dec 9 2026 | 9am: Winchester Special Education Parent Advisory Council (WinPAC) Meeting • feature
https://www.winchesterpac.org/
Zoom link
Education
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Tuesday, December 22, 2026

Dec 22 2026 | 7pm: Early Release (Preschool-Grade 12) • feature
https://www.winchesterps.org/
WPS
Education
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Wednesday, December 23, 2026

Dec 23 2026 | 7pm: No School: Winter Break • feature
https://www.winchesterps.org/
WPS
Education
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Sunday, December 27, 2026

Dec 27 2026 | 7pm: No School: Winter Break • feature
https://www.winchesterps.org/
WPS
Education
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Monday, January 11, 2027

Winchester Special Education Parent Advisory Council (WinPAC) Meeting Schedule
Jan 11 2027 | 8pm: Winchester Special Education Parent Advisory Council (WinPAC) Meeting • feature
https://www.winchesterpac.org/
Zoom link
Education
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Tuesday, January 12, 2027

Jan 12 2027 | 7pm: Early Release (Preschool-Grade 12): WPS Professional Development • feature
https://www.winchesterps.org/
WPS
Education
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Sunday, January 17, 2027

Jan 17 2027 | 7pm: No School • feature
https://www.winchesterps.org/
WPS
Education
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Monday, January 18, 2027

Jan 18 2027 | 7pm: Early Release (Grades 6-8): Conferences • feature
https://www.winchesterps.org/
WPS
Education
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Sunday, February 7, 2027

Feb 7 2027 | 7pm: 2027-2028 School Year Registration Begins • feature
https://www.winchesterps.org/
WPS
Education
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Wednesday, February 10, 2027

Winchester Special Education Parent Advisory Council (WinPAC) Meeting Schedule
Feb 10 2027 | 9am: Winchester Special Education Parent Advisory Council (WinPAC) Meeting • feature
https://www.winchesterpac.org/
Zoom link
Education
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Sunday, February 14, 2027

Feb 14 2027 | 7pm: No School: February Break • feature
https://www.winchesterps.org/
WPS
Education
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Monday, March 1, 2027

Mar 1 2027 | 7pm: No School | WPS Staff Professional Development • feature
https://www.winchesterps.org/
WPS
Education
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Wednesday, March 10, 2027

Mar 10 2027 | 7pm: WFEE Trivia Bee • feature
https://www.winchesterps.org/
WPS
Education
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Friday, March 12, 2027

Winchester Special Education Parent Advisory Council (WinPAC) Meeting Schedule
Mar 12 2027 | 12pm: Winchester Special Education Parent Advisory Council (WinPAC) Meeting • feature
https://www.winchesterpac.org/
Zoom link
Education
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Tuesday, March 16, 2027

Mar 16 2027 | 8pm: Early Release (PK-5): Conferences • feature
https://www.winchesterps.org/
WPS
Education
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Thursday, April 1, 2027

Apr 1 2027 | 8pm: Early Release (Preschool-Grade 12): WPS Professional Development • feature
https://www.winchesterps.org/
WPS
Education
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Wednesday, April 14, 2027

Winchester Special Education Parent Advisory Council (WinPAC) Meeting Schedule
Apr 14 2027 | 8pm: Winchester Special Education Parent Advisory Council (WinPAC) Meeting • feature
https://www.winchesterpac.org/
Zoom link
Education
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Sunday, April 18, 2027

Apr 18 2027 | 8pm: No School: April Break • feature
https://www.winchesterps.org/
WPS
Education
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Thursday, May 6, 2027

May 6 2027 | 8pm: Early Release (Preschool-Grade 12): WPS Professional Development • feature
https://www.winchesterps.org/
WPS
Education
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Thursday, May 20, 2027

Winchester Special Education Parent Advisory Council (WinPAC) Meeting Schedule
May 20 2027 | 12pm: Winchester Special Education Parent Advisory Council (WinPAC) Meeting • feature
https://www.winchesterpac.org/
Zoom link
Education
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Wednesday, May 26, 2027

May 26 2027 | 8pm: Early Release (Preschool-Grade 12): WPS Professional Development • feature
https://www.winchesterps.org/
WPS
Education
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Sunday, May 30, 2027

May 30 2027 | 8pm: No School • feature
https://www.winchesterps.org/
WPS
Education
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Monday, May 31, 2027

May 31 2027 | 8pm: Bus Registration Begins • feature
https://www.winchesterps.org/
WPS
Education
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Wednesday, June 2, 2027

Winchester Special Education Parent Advisory Council (WinPAC) Meeting Schedule
Jun 2 2027 | 8pm: Winchester Special Education Parent Advisory Council (WinPAC) Meeting • feature
https://www.winchesterpac.org/
Zoom link
Education
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Wednesday, June 16, 2027

Jun 16 2027 | 8pm: Last Day of School (with no closure days) | Early Release (Preschool-Grade 12) • feature
https://www.winchesterps.org/
WPS
Education
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Thursday, June 17, 2027

Jun 17 2027 | 8pm: No School • feature
https://www.winchesterps.org/
WPS
Education
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Sunday, June 20, 2027

Jun 20 2027 | 8pm: Make-Up Days • feature
https://www.winchesterps.org/
WPS
Education
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Thursday, July 8, 2027

Jul 8 2027 | 8pm: Bus Registration Closes • feature
https://www.winchesterps.org/
WPS
Education
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