Berkshire Tour Company

Berkshire Tour Company Berkshire Tour Company Berkshire Tour Company

Berkshire Tour Company

Berkshire Tour Company Berkshire Tour Company Berkshire Tour Company
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New England Area Halloween Tours

A vibrant display of glowing jack-o'-lanterns with various faces at night.

Haunted Halloween

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.

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NEW: Legend of Sleepy Hollow & Great Jack O' Lantern Blaze

Now Booking October 2027 - From $949

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.

PACKAGE INCLUDES:

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

Combine this tour with Salem and/or Boston!

Salem Halloween

Now Booking October 2027 - From $725

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.

PACKAGE INCLUDES:

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

This Tour is a Best-Seller Each Year!

Boston & Salem Haunted Halloween

Now Booking October 2027 - From $870

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.

PACKAGE INCLUDES:

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 

Jack O' Lantern Spectacular

Now Booking October 2027 - From $1,075

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.

PACKAGE INCLUDES:

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 

New: Halloween's New England After Dark

Now Booking October 2027 - From $1,399

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.

PACKAGE INCLUDES:

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

Your Haunted Halloween Awaits

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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Get Our 2027 Group Tour Collection

Subscribe to the Berkshire Tour Company newsletter and instantly download our FREE 2027 Group Tour Collection — complete with pricing and package details to help you plan and fill your New England group tours for 2027.

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Berkshire Tour Company

10 Chestnut St., Stoneham, MA 02180, US

(781) 438-8620

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