
New England was made for Halloween. From the cobblestone streets of Salem to the candlelit hollow that inspired America's greatest ghost story, this corner of the country holds centuries of mystery, legend, and spectacle unlike anywhere else. Our Halloween tours bring it all to life — guided walks through historic cemeteries, witch trial museums, ghostly trolley rides, thousands of glowing hand-carved pumpkins, and rare access to decorated private homes on Beacon Hill. Whether you're drawn to the dark history, the atmosphere, or simply the magic of October in New England, we have a tour crafted for you. All packages include accommodations, meals, and curated experiences — so all you have to do is arrive ready for the season.

Step into the landscape that inspired America's most beloved ghost story. This day-to-night experience begins with a walking tour of the atmospheric Sleepy Hollow Cemetery, followed by a guided exploration of the legendary hollow itself. At Irving's riverside cottage, Sunnyside, a storyteller brings The Legend of Sleepy Hollow to life in the very place it was written. By day, explore the gothic grandeur of Lyndhurst Castle — then, as darkness falls, witness the breathtaking finale: over 7,000 hand-carved pumpkins illuminating Van Cortlandt Manor at The Great Jack O'Lantern Blaze.
2 nights of accommodations
2 breakfasts
2 dinners
Daytime walking tour of Sleepy Hollow Cemetery
Storyteller of Irving’s ‘Legend’ at Sunnyside (subject to availability)
Guided tour of the Sleepy Hollow area
Admission to Lyndhurst Castle (daytime)
Admission to The Great Jack O’Lantern Blaze at Van Cortlandt Manor
Round trip baggage handling

Step into Salem, Massachusetts — where history meets the supernatural. Your adventure includes the Salem Witch Museum, a Real Pirates & Witches exhibit, the Salem Wax Museum, and a spine-chilling Candlelit Ghostly Walking Tour.
2 nights of accommodations
2 breakfasts
2 Dinners
Salem Witch Museum
Real Pirates, Pirate and Witch Experience
Salem Wax Museum
Candlelit Ghostly Walking Tour
Round Trip Baggage Handling

Salem's witches. Boston's ghosts. One unforgettable Halloween tour. Board a nighttime graveyard trolley, explore the Salem Witch Museum, experience Real Pirates & Witches, and get rare access to decorated private homes on historic Beacon Hill.
2 nights of accommodations
2 breakfasts
2 Dinners
Quincy Market
Faneuil Hall
Ghosts and Gravestones Trolley Tour
Real Pirates & Witches Experience
Salem Witch Museum
Beacon Hill Private Homes
Round Trip Baggage Handling

Explore haunted history like never before — from thousands of glowing carved pumpkins at the Jack O' Lantern Spectacular in Warwick, Rhode Island to the Salem witch trials, ghostly walking tour, and a haunted trolley ride through Boston. This spooky getaway has it all.
3 nights of accommodations
3 breakfasts
3 dinners
Story Telling Italian Dinner and Pizza Making Demonstration
Jack O’ Lantern Spectacular
Beacon Hill Halloween Private Homes Tour
Ghosts and Gravestones Trolley Tour
Salem Witch Museum
Candlelit Ghostly Walking Tou
Real Pirates & Witches Experience
Salem Wax Museum
Quincy Market
Faneuil Hall
Round trip baggage handling

Something stirs in New England every October. Join us for five days through its most haunted corners — from the shadowy Berkshires to colonial Salem — where ghost tours, centuries-old witch trial history, and a glowing Jack-O-Lantern Spectacular await around every turn. The season has never felt more alive.
4 nights of accommodations
4 breakfasts
4 dinners
The Mount Ghost Tour
Ventfort Hall Tea & Tour
Story Telling Dinner
Jack O’ Lantern Spectacular
Salem Witch Museum
Real Pirates and Witches Experience
Salem Wax Museum
Candlelit Ghostly Walking Tour
Beacon Hill Private Homes Tour
Quincy Market
Faneuil Hall
Ghosts and Gravestones Trolley Tour of Boston
Round Trip Baggage Handling
Our Halloween tours sell out every year — and for good reason. From a single spooky trip to Salem to a five-day journey through New England's most haunted corners, there's a package for every kind of Halloween traveler. Spots for October 2027 are now open.

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