Featured events
See the full calendar at finditwinchester.org/calendar, or see just events for athletics, cultural, community, education, environment, faith, family, government, or health. (View this content as a table)
| Event | When | Description | Sponsors | Place | Venues |
|---|---|---|---|---|---|
| Celebrating 20 years as Stewards of the Sanborn House | 10/25/26, 2:00 pm to 5:00 pm | We are celebrating 20 years as stewards of the Sanborn House and you are invited! Come learn how the Society preserves and maintains this beautiful historic property for our town. The open house features Peter Engeldrum’s film The Dream along with special exhibits highlighting our Sanborn House |
Winchester Historical Society | Sanborn House | |
| General State Election | 11/03/26, 12:00 am to 11/04/26, 12:00 am | Winchester Town Clerk | WINCHESTER HIGH SCHOOL 80 SKILLINGS RD. | Winchester High School | |
| WFEE Annual Gala: Under the Stars | 11/07/26, 7:00 pm to 11:00 pm | The Fall Gala is an adults-only evening to help WFEE raise funds for all the innovative educational programs WFEE provides Winchester students all year long. The event includes a cocktail reception, live auction, dancing, entertainment, and more. Join us for an enchanting evening with an auction |
Winchester Foundation for Educational Excellence (WFEE) | Winchester Country Club | |
| American Calliope: Mercy Otis Warren & the Writings of the Revolution | 11/18/26, 7:00 pm to 9:00 pm | Step back in time and converse with a founding mother, Mercy Otis Warren! Often described as the muse of the revolution, Warren brilliantly used her passion for poetry and prose to persuade others to join in the revolutionary cause. Listen and discuss with historian and award-winning educator |
Winchester Historical Society | Sanborn House | |
| Winchester Open Studios and Art Sale | 11/21/26, 10:00 am to 5:00 pm | Winchester Open Studios is a community arts celebration held at several locations throughout Winchester. Artists exhibit their painting, ceramics, textiles, jewelry, woodworking, pottery, and many other varieties of artworks and make them available for sale. The winter Farmers' Market at the Jenks |
Winchester Cultural District, Winchester Cultural Council, Winchester Farmers Market Community Hub | Several locations around Winchester | Several locations around Winchester |