Tell me more, I’ll get better.
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© 2026 Go Playfully Inc
Tell me more, I’ll get better.
Sign up and I'll remember your taste, your people & your saves.
© 2026 Go Playfully Inc
This event is in the past.It took place on October 2, 2026 at Old Town Winchester.
Outdoor PartyJoin the monthly community celebration in Old Town Winchester featuring live music, local artists, vendors, and pop-ups. Enjoy extended downtown energy, shopping, and dining throughout the Walking Mall.
The artists
The Silver Tones Swing Band
Winchester local retro swing big band
Headliner
The Silver Tones Swing Band is a local favorite known for high‑energy performances and a classic big‑band swing sound, playing live at the Taylor Pavilion during First Fridays.
Outdoor PartyJoin the monthly community celebration in Old Town Winchester featuring live music, local artists, vendors, and pop-ups. Enjoy extended downtown energy, shopping, and dining throughout the Walking Mall.
The artists
The Silver Tones Swing Band
Winchester local retro swing big band
Headliner
The Silver Tones Swing Band is a local favorite known for high‑energy performances and a classic big‑band swing sound, playing live at the Taylor Pavilion during First Fridays.