10/30/2026
🎃 DID YOU KNOW? A LITTLE PIECE OF SAG HARBOR HISTORY!
Did you know that the beloved Pumpkin Trail first began right here in our little village in 1991? 🍂
A wonderful discovery from the archives! A newspaper clipping dated November 7, 1991, captures the Sag Harbor Chamber of Commerce's very first Pumpkin Trail, when local businesses welcomed little ghosts and goblins through their doors for Halloween treats.
And by October 1998, the tradition was still going strong!
What began as a simple way to bring our merchants, families, and community together became a cherished Halloween tradition, inspiring similar celebrations throughout the East End.
**35 years later, the magic continues!** 🧡
This is what makes Sag Harbor so special. Generations of memories, familiar storefronts, and a community that continues to show up for one another.
Join us tomorrow, Saturday, October 31, from 1:30–3:30 PM, for another sweet chapter of the Pumpkin Trail!
And we'd love to know: Do you remember walking the Pumpkin Trail as a child, or bringing your own little ones through the village?
Share your memories with us! 🎃