For this year’s annual Bowery Boys Ghost Stories podcast, Greg and Tom take a road trip to Long Island to explore the region’s most famous haunted tales from legend and folklore, ‘real’ reported stories of otherworldly encounters that have shaped this historic area of New York state.
When you think of Long Island and scary stories, your mind might immediately go to the Amityville Horror house or perhaps even the Montauk Monster. But let us introduce you to a series of far older stories which incorporate Long Island’s extraordinary history:
— The Sag Harbor Goblin: A restless soldier from the Revolutionary War period harasses the residents of this charming Hamptons retreat.

— The Wraiths of Raynham Hall: In Oyster Bay, a beloved landmark is sometimes called ‘the Grand Central Station for ghosts’ thanks to its population of historic spirits — including that of a famed Revolutionary War traitor!

— The Bolt From Beyond: Winfield Hall is better known as the Woolworth Estate, best known for its eccentric owner Frank Winfield Woolworth. But the house is also known for a series of unfortunate events — and the secrets which its marble hallways may still hold.

— Dancing In The Ghost Light: The Gateway Playhouse in Bellport celebrates 75 years of regional theater this year — and a few ghosts have returned to join the party.
— The Hermitage of the Red Owl: A spooky tale of folklore in Brentwood, featuring a utopian community, a talking bird and the ancient, unburied bones of a warrior.
LISTEN NOW: GHOST STORIES OF LONG ISLAND

The Bowery Boys Podcast is proud to be sponsored by Founded By NYC, celebrating New York City’s 400th anniversary in 2025 and the 250th anniversary of the United States in 2026.
Read about all the exciting events and world-class institutions commemorating the five boroughs’ legacy of groundbreaking achievements, and find ways to celebrate the city that’s always making history at Founded by NYC.
FURTHER LISTENING
Find the complete list of Bowery Boys Ghost Stories podcasts here.
And check out our Road Trip to Long Island mini-series from 2021 for more adventures
