Events Grouped By Sponsor
Winchester Friends of Music
- May 22, 2025, 6:00–8:00 pm: Strawberry Pops
- May 2, 2025, 7:00–9:00 pm: Jazz Night
- Mar 9, 2025, 2:00–4:00 pm: Bye Bye Birdie
- Mar 8, 2025, 7:00–9:00 pm: Bye Bye Birdie
- Mar 7, 2025, 7:00–9:00 pm: Bye Bye Birdie
- Feb 7, 2025, 7:00–9:00 pm: A Cappella Fest—An Evening of College and High School Song
- May 23, 2024, 6:00–8:00 pm: Strawberry Pops
- Mar 6, 2024, 6:30–8:30 pm: Friends of Music Annual Meeting
Winchester High School Parent Faculty Association (PFA)
- Apr 10, 2026, 7:00–11:00 pm: Back to the 80s Night: WHS Fundraiser
- Nov 22, 2025, 10:00 am–1:00 pm: WHS Spirit Fair
Winchester Historical Society
- Jun 6, 2026, 10:00 am–4:00 pm: JUN 6 - Town Day - Trolley Tours
- May 20, 2026, 7:00–8:30 pm: Winchester Historical Society presents Daniel Leonard - A Loyalist's Agony with historic interpreter Michael LePage
- Apr 29, 2026, 7:00–8:30 pm: Architecture 1776: A Snapshop of American Architecture at the Dawn of Independence with John McConnell
- Mar 11, 2026, 7:00–9:00 pm: MAR 11 - The Real Importance of Evacuation Day with Winchester Resident, Vincent Dixon
- Mar 2, 2026, 10:00 am–12:00 pm: MAR 2 - Mahjong at the Sanborn House
- Feb 25, 2026, 7:00–8:30 pm: American Calliope: Mercy Otis Warren and the Writings of a Revolutionary with historic intepreter Michele Gabrielson
- Jan 26, 2026, 10:00 am–12:00 pm: Coffee House Mahj at the Sanborn House
- Jan 12, 2026, 10:00 am–12:00 pm: Coffee House Mahj at the Sanborn House
- Dec 7, 2025, 2:00–5:00 pm: Annual Members' Holiday Party