Nestled in beautiful southern Middle Tennessee, Winchester is a town where stories linger in the breeze and neighbors still wave from the sidewalks. At the heart of it all lies the town square — a charming, historic hub where past and present meet in well-appointed streets, local storefronts, and community gatherings that feel like family reunions. The Winchester Downtown Program exists to nurture this beating heart, preserving the square’s rich heritage while breathing new life into its spaces. Through revitalization, celebration, and connection, the program works to ensure downtown Winchester remains not just a place, but a feeling — one of belonging, pride, and small-town magic.