Nightmare on Main Street Presents: Escape from the Penitentiary

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Nightmare on Main

Smithtown’s Most Terrifying Haunted Experience Returns This October

From the creative masterminds behind Nightmare on Main Street and the horror visionaries at Abracadabra NYC comes Escape from the Penitentiary—an all-new immersive haunted experience that promises to be Smithtown’s most chilling attraction yet.

Beneath the streets of Smithtown, something sinister stirs. For decades, locals have whispered about the hidden penitentiary buried under Main Street—a maximum-security prison built to contain the most violent and deranged criminals in history. Now, the gates have been pried open, and the public is being invited inside.

An Immersive Horror Experience Like No Other

This isn’t your average haunted house. Every step through the penitentiary tells a story darker than the last. Visitors will navigate eerie cell blocks, interrogation chambers, and execution halls, each more unnerving than the one before.

Designed to test your courage and push your limits, Escape from the Penitentiary blends theatrical storytelling with bone-chilling realism, blurring the line between nightmare and reality.

Nightmare on Main
Nightmare on Main in Smithtown

Event Details

Dates: October 10 – November 2, 2025

Days: Thursdays, Fridays & Saturdays

Hours: 7:00 PM – 11:00 PM

Ticket Time Slots:

7:00 – 8:00 PM

8:00 – 9:00 PM

9:00 – 10:00 PM

10:00 – 11:00 PM

Location: Outside Bull Smith’s Tavern, 155 W. Main Street, Smithtown, NY

Tickets: $40 per person

(Available only through Posh.VIP)

Each ticket includes:

One full walk-through of the haunted penitentiary One complimentary spooky cocktail at Bull Smith’s Tavern Valet parking for all haunt guests and tavern visitors

After facing your fears, unwind at Bull Smith’s Tavern with your included cocktail, and enjoy great food, drinks, and a lively atmosphere that lasts all night long.

What’s Included

A Warning to the Brave

This experience is not for the faint of heart. The creators behind Escape from the Penitentiary have designed every scream, shadow, and scare to deliver maximum intensity. Enter at your own risk—and prepare for the unexpected.

Face the Fear, If You Dare

For thrill-seekers and Halloween lovers across Long Island, Escape from the Penitentiary is the must-attend haunted event of the season. Whether you come for the scares, the story, or the atmosphere, this chilling experience beneath Smithtown’s Main Street will leave you breathless.

Grab your tickets before they disappear—and prepare to face your nightmares head-on.

Tickets available exclusively at Posh.VIP.

For more THINGS TO DO on Long Island, click HERE!

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