09/30/2026
Milford is getting into the Halloween spirit—plus a historic dramatic walk, Sunday market shopping, a live concert, and a classic film at the theater. Save this guide and start making plans.
FRIDAY & SATURDAY, OCTOBER 2–3
Step into A Nightmare on Broad Street at Jive Bar & Lounge, 319 Broad Street, from 6 PM–11:45 PM both nights. The Halloween pop-up transforms the bar with eerie décor, festive cocktails, and a full spooky-season atmosphere.
SATURDAY, OCTOBER 3
At 11 AM and again at 2 PM, head to Grey Towers National Historic Site, 151 Grey Towers Drive, for the Dramatic Production: Laurel Hill Burial Ground Walk. Meet the characters and stories of Milford’s past through first-person readings among the historic burial grounds.
At 8 PM, Blockbusters Live in Concert! takes the stage at the Milford Theater, 114 East Catharine Street. Expect a live concert experience built around the songs and sounds of the biggest films from the 1970s through the 2000s.
SUNDAY, OCTOBER 4
Start your Sunday at the Milford Farmers Market at Key Food, 501 West Harford Street, from 10 AM–1 PM.
Then settle in at 4 PM at the Milford Theater, 114 East Catharine Street, for The Lady Eve (1941) with John DiLeo—a classic romantic comedy on the big screen with film-history insight.
From Halloween nights on Broad Street to history, shopping, live music, and cinema, there is a Milford plan waiting for you. Save this post, send it to your weekend crew, and just go to Milford.
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