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Midnight Madness is Back!

Get ready for a cherished Winchester tradition that will kickstart your holiday season in the most charming way possible! 🎁🌟 Join us in downtown Winchester for an evening of shopping,...

Cocktail Class at A Tavola

A Tavola Restuarant 34 Church Street, Winchester, MA, United States

Reserve Your Spot today. This event will sell out!

ENKA Fair

Winchester Center Winchester, MA

The En Ka Fair has been a tradition in Winchester since planning began in 1934. Scheduled for the third weekend in May, it has grown from a single ride and...

Winchester’s 43rd Annual Town Day

Winchester Center Winchester, MA

Winchester Town Day had its beginning in the mid-1970s when a group of town residents decided that a late spring community party would be a great way to start off...