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On Friday

• Streets are closed 4 - 9 pm, but businesses are open!
• WHS football game at Knowlton Stadium @ McCall Middle School

On Saturday

• Farmer's Market on the  Town Common
• Beer Garden with Live Music on the Griffin Museum Patio

On Sunday

• Annual Glen Doherty 5K/10K Road Race, at Town Hall

Events may change as the date approaches!

Each year, the Winchester Chamber of Commerce proudly presents the Annual Holiday House Tour, featuring a curated selection of beautifully decorated homes that will fill you with inspiration and festive cheer. All proceeds from this magical event go directly to the Town Beautification Fund, supporting vital projects that make Winchester shine year-round, like the Hanging Baskets.  Your participation helps keep Winchester as beautiful as ever!

• Explore stunning homes showcasing creative holiday décor.
• Get ideas to make your own home festive and welcoming.
• Be part of a community-driven effort to

The Town Meeting Members Association is holding a State of the Town Briefing on the progress that the group has made and to answer questions. This meeting will also be hybrid and the general public is invited to attend.