Haunted Places in Windsor, Massachusetts



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    Plunkett Hill Condominiums

    Adams, Massachusetts

    7.9 miles from Windsor, MA

    Plunkett Hill Condominiums was once the 1918 W.B. Plunkett Memorial Hospital, aka the Old Asylum. The hospital was closed and abandoned in 1973 and is now senior citizens' condominiums. Witnesses claim to have seen mutilated apparitions and heard screams of the patients who passed away there long ago.


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    Turn Hall

    Adams, Massachusetts

    8.6 miles from Windsor, MA

    Turn Hall is an apartment with a downstairs gym, bar and bowling alley. The rumor mill says the building is haunted by a former employee, a gymnastics coach, who committed suicide. She is said to be still watching over her former workplace.


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    Thaddeus Clapp House

    Pittsfield, Massachusetts

    10.9 miles from Windsor, MA

    According to local legend, playwright Peter Bergman had a ghostly encounter while visiting here.


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    Bucksteep Manor

    Washington, Massachusetts

    11.3 miles from Windsor, MA

    TV's Ghost Hunters explored this manor, famous for its apparition of a monk who walks the grounds. Witnesses also describe hearing voices, feeling someone touch them, and finding objects moved during the night.


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    Hoosac Tunnel

    North Adams, Massachusetts

    11.4 miles from Windsor, MA

    This nearly 5-mile-long tunnel was dug out of the mountains of western Massachusetts between 1851 and 1875. At the time it was the second-longest tunnel in the world, but there were many gruesome deaths and accidents associated with its construction. For more than 150 years people have regularly ...


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    The Charlemont Inn

    Charlemont, Massachusetts

    12.3 miles from Windsor, MA

    At the 1787 inn many friendly ghosts are said to reside. You may see spirits of a Civil War soldier in the upstairs hall or a former innkeeper in the tavern. A ghost named Elizabeth likes to throw things, slam doors, and stomp in the halls. She has been known ...


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    Houghton Mansion

    North Adams, Massachusetts

    13 miles from Windsor, MA

    At this mansion where Mayor A.C. Houghton and his family lived, a ghostly chauffeur lingers. He reportedly committed suicide after getting in a car accident that claimed the lives of Mrs. Houghton and their only daughter. The site has been converted into a Masonic temple and has been featured on ...


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    Ventfort Hall

    Lenox, Massachusetts

    15.8 miles from Windsor, MA

    The massive Ventfort Hall mansion is rumored to have a few ghosts under its roof, and witnesses say sometimes the spooks even touch people. One unsettling occurrence is a woman's face that hovers as it descends a staircase. A whispering voice, doors that open and close and screams also have ...


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    The Mount

    Lenox, Massachusetts

    16.7 miles from Windsor, MA

    The Mount, home of renowned writer Edith Wharton, was built in 1902 and is said to be haunted; in fact, ghost tours are offered here. The Whartons sold the house in 1911, after which it was used for the Foxhollow School for Girls and later as a theater. It was ...


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    The Mount Estate

    Lenox, Massachusetts

    16.8 miles from Windsor, MA

    Featured on TV's Ghost Hunters, the estate and museum of artifacts relating to novelist Edith Wharton is said to be home to the ghost of Wharton herself. Husband Teddy Wharton and a servant girl also have been seen, as well as an old-fashioned gentleman believed to be Wharton’s lover, who ...


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    Deerfield Inn

    Deerfield, Massachusetts

    23.2 miles from Windsor, MA

    The historic inn was built in 1884, and has been restored and renovated to its former glory by the current inn owners. Guests and staff alike have reported paranormal activity in the inn, including lights turning on and off, strange knocking noises and furniture that moves around by itself. Guests ...


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    Knox Trail Inn

    Otis, Massachusetts

    23.4 miles from Windsor, MA

    The restaurant here is said to be haunted by a soldier from the Revolutionary or Civil War. He is in his late teens or early 20s and is nicknamed Jake. His apparition may appear very briefly. He plays with the electrical systems and may tug on your shirt, but it ...


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    Eunice Williams Covered Bridge - Pumping Station Bridge

    Greenfield, Massachusetts

    24.2 miles from Windsor, MA

    The Eunice Williams, or Green River Pumping Station, Covered Bridge is said to be haunted by Eunice Williams, the reverend's wife who lived nearby in the 1600s. It happened when French soldiers and Indians raided the area and hacked Eunice to death just hours after she had given birth. The ...


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    Sessions House

    Northampton, Massachusetts

    25.1 miles from Windsor, MA

    The historic Sessions House dorm at Smith College campus was originally built in 1710 with a secret passageway inside which the owners could hide from attacking Native Americans. It's haunted by original builder Captain Jonathan Hunt's granddaughter Lucy and her lover, Johnny Burgoyne, a British general whom she met when ...


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    Southern Vermont College

    Bennington, Vermont

    25.9 miles from Windsor, MA

    Here at Bennington, many ghosts are said to roam and photographic images show mysterious figures. One of the many apparitions seen here is a person in a black hooded robe, and phantom smoke sometimes fills the halls. Witnesses have reported lights that turn on locked rooms, door and windows that ...


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    Long Trail

    Glastenbury, Vermont

    25.9 miles from Windsor, MA

    Built from 1912 to 1930, this 272-mile-long hiking trail is famous for its disappearances. Between 1945 and 1950, four people disappeared, and only one of their bodies was ever found. One of those who disappeared without a trace was Bennington College sophomore Paula Jean Welden, who set out on during ...


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    Averill Stand

    Wilmington, Vermont

    26.3 miles from Windsor, MA

    Allegedly haunted by the ghosts of former occupants, possibly a woman who died there in childbirth and another female ghost that is occasionally seen in the dining room.


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    The White House Inn

    Wilmington, Vermont

    26.4 miles from Windsor, MA

    Allegedly haunted by the former mistress of the house, Mrs. Brown. People have reported full body apparitions, cold spots, slamming doors and some claim that the ghost has actually appeared and spoken to them.


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    Marlboro College

    Marlboro, Vermont

    27.9 miles from Windsor, MA

    Near the Dalrymple Hall and Howland Dormitory, a female apparition is said to wander, making students in these dorms feel uneasy. Cold spots have been reported as well.


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    The New Boston Inn

    Sandisfield, Massachusetts

    28.9 miles from Windsor, MA

    At this 1737 historic inn, Room 4 is said to be haunted. Folks have seen the ghost of a little girl who moves objects or "borrows" them and returns them later. Voices are also heard around the hotel. The game room is said to be the scene of an 1805 ...


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    Jennings Hall - Bennington College

    Bennington, Vermont

    29.9 miles from Windsor, MA

    Jennings Hall is reported to be the inspration for horror author Shirley Jackson's 1959 novel "The Haunting of Hill House" and its 1963 movie adaptation. Jennings Hall is a gray stone mansion reportedly used by the college's music department.


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    Snyder's Lake

    Wynantskill, New York

    31.1 miles from Windsor, MA

    There are a number of run-of-the-mill "campfire stories" about Snyder's Lake. Like the one about the night watchman who was murdered nearby, and whose ghost now steals children from the lake campgrounds. Others claim the ghost of a long-dead caretaker can be seen still checking in on the ...


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    Evergreen Cemetery

    Wynantskill, New York

    31.8 miles from Windsor, MA

    Rumor has it that the elusive ghost of a lady in a black dress has been seen at Evergreen Cemetery. She is said to hang out near the headstones on the top of the hill. But don't take your eyes off her or she'll disappear!


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    Glastenbury Mountain

    Glastenbury, Vermont

    32.2 miles from Windsor, MA

    Legends say that the Native Americans believed this place to be cursed and used it as a burial ground. There have been several unsolved disappearances on the mountain, and all the trails stop partway up the mountain as if forbidding hikers to go any further. The mountain is said to ...


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    Forest Park Cemetery - Pinewoods Cemetery

    Troy, New York

    32.7 miles from Windsor, MA

    Forest Park Cemetery, aka Pinewoods Cemetery, is an 1897 graveyard known for its locally told ghost stories. It has been used for burials as recently as 2005, although it stood neglected for a period between 1975 and the 1990s. The cemetery is said to be extremely active with paranormal activity ...


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    The Country Club Of Troy

    Troy, New York

    33 miles from Windsor, MA

    The private Country Club of Troy was established in 1925 and is believed to be haunted by the ghost of a waitress who worked there in the 1970s. She drove off the nearby bridge in some icy conditions. Also, some folks maintain that her footsteps can bee seen in the ...


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    Tunic Road

    Shaftsbury, Vermont

    33.3 miles from Windsor, MA

    Ghost soldiers have been seen along Tunic Road, and some witnesses say phantom orbs have shown up in photographs taken here.


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    St Mary's Cemetery

    Troy, New York

    34.2 miles from Windsor, MA

    Some say there is a greenish, ghostly light that can be seen some nights in front of a certain gravestone in St. Mary's Cemetery in Troy, NY.


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    Frear Park

    Troy, New York

    35 miles from Windsor, MA

    Local lore has it that there is a "ghost beast" that lives at Frear Park. It is known to jump on cars, and is heavy enough to shake it as if a full-sized person were sitting on your trunk. Sometimes claw marks are left behind.


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    West Hall - Rensselaer Polytechnic Institute

    Troy, New York

    35.2 miles from Windsor, MA

    West Hall at the Rensselaer Polytechnic Institute currently houses the Arts Department, but was once the historic Old Troy Hospital. As legend has it, ghostly Nurse Betsy of the psych ward sometimes plays the piano, as she used to do to calm her patients. Her footsteps and her patients' screaming ...


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  • Ghosts of Boston Town
    Holly Nadler
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    Van Horn Park

    Springfield, Massachusetts

    35.6 miles from Windsor, MA

    Legend has it that two boys drowned in the pond here in the 1920s, and their ghosts still linger in the area. In summertime, park visitors have heard them laughing and splashing and seen the water move, although no one is visible.


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    Williamsville Cemetery

    Newfane, Vermont

    35.9 miles from Windsor, MA

    From this old cemetery comes a chilling-but-sweet local legend about a man and wife who were buried here. The road runs through the cemetery, with part of it lying on either sode. So the legend goes, the husband and wife were buried on opposite sides, their final resting places separated ...


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    Blackberry River Inn - Moseley House-Farm

    Norfolk, Connecticut

    36.2 miles from Windsor, MA

    At this 1763 colonial mansion, now a bed-and-breakfast inn, a ghostly White Lady is known to walk through the second floor of the main building and out to the empty house in the back.


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    Riverside Hotel

    Windsor, New Hampshire

    36.4 miles from Windsor, MA

    Folks here have seen strange flashing lights and heard the sounds of a baby crying and an eerie screeching.


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    Delaware and Hudson Railroad Building

    Albany, New York

    36.5 miles from Windsor, MA

    The brownstone is said to be haunted by the ghost of an unknown woman in period clothing. Folks speculate that her death was connected to a hotel that stood here before the railroad building was constructed.


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    Van Schaick Family Cemetery

    Cohoes, New York

    36.5 miles from Windsor, MA

    Anthony Van Schaick, builder of a 1700s mansion, left in his will part of his property to be used as a cemetery. Now, the Van Schaick Family Cemetery contains more than 50 relatives are buried in the cemetery near the historic house. The cemetery was restored in 2010 by participants ...


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    Madame Sherri's Castle

    Chesterfield, New Hampshire

    36.6 miles from Windsor, MA

    Famous for its arched stone staircase in the middle of the forest, Madame Sherri's castle is also legendary for its rumors of ghosts. Madame Antoinette Sherri was a costume designer who planned to build a castle here in the late 1920s, but she ran out of funds and the castle ...


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    Belchertown State School

    Belchertown, Massachusetts

    36.6 miles from Windsor, MA

    The original name when it was established in 1922 was the Belchertown State School for the Feeble-Minded, and and certain times in its history it was known for poor treatment of its charges. Trespassing is not allowed on the property. Witnesses say it is haunted by this tragic past, citing ...


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    Tem Broeck Mansion

    Albany, New York

    36.7 miles from Windsor, MA

    The brownstone Ten Broeck Mansion, built in 1859, was first thought to be haunted in the mid-20th century when the children who lived there saw a strange, solemn soldier in 17th-century Dutch attire on the top floor. His connection to the mansion is unknown; some speculate that he was buried ...


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    Albany Rural Cemetery

    Windsor, New York

    36.8 miles from Windsor, MA

    At Albany Rural Cemetery, locals say many ghosts walk. Some include a hitchhiker ghost in a prom gown, a phantom mad horse who died when from hitting its head on a monument while running away, and a sad apparition of a gray-haired woman whose body was found after dragging the ...


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  • Spooky Creepy Boston
    Nicholas Goodwin
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    Theodore's and Smith's Billiards

    Springfield, Massachusetts

    36.9 miles from Windsor, MA

    Featured on an episode of TV's Ghost Hunters, Theodore's and Smith's Billiards is said to be the site of some eerie occurrences. Witnesses say they hear the sound of balls rolling across floors (in a spot where there was a bowling alley 80 years ago), whispers, footsteps, cold spots, and ...


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    Cherry Hill

    Albany, New York

    36.9 miles from Windsor, MA

    This late-1700s historic manor house was the site of the famed Cherry Hill murder in 1827, in which Elsie Lansing, wife of businessman John Whipple, plotted with her lover drifter Jesse Strang to kill her husband. The controversial trial led to the hanging of Strang. Folks have seen an unidentified ...


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    New York State Capitol

    Albany, New York

    36.9 miles from Windsor, MA

    At the Capitol building, some say ghosts walk at night. One of them is said to be artist William Morris Hunt, and another is a night watchman who perished in a fire in 1911.


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    New York State Education Department Building

    Albany, New York

    36.9 miles from Windsor, MA

    The legend told about this building involves the mysterious disappearance of an Italian worker during its construction. He is believed to have been inadvertently sealed in when the foundation was laid. Inside the building, objects are said to move on their own, perhaps the doings of a shadowy figure witnesses ...


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    Legs Diamond House

    Albany, New York

    37.2 miles from Windsor, MA

    Jack "Legs" Diamond, aka Gentleman Jack, was an gangster during the Prohibition era. It was here that he was shot to death in 1931, in a small upstairs room. Subsequent residents have been awakened late at night to footsteps and voices on the stairs that lead up to the room.


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    Clapp Memorial Library

    Belchertown, Massachusetts

    37.3 miles from Windsor, MA

    A night custodian here has witnessed apparitions on the stairs, cold spots, and books that slide in and out of shelves on their own. Rumor has it that the ghost in residence is deceased former librarian Lydia Barton. The library has been featured on TV's Ghost Hunters.


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    Lincoln Park Gully

    Albany, New York

    37.4 miles from Windsor, MA

    Lincoln Park Gully is believed to be haunted by the ghosts of Dutch soldiers and Mahican warriors who planned to attach the Mohawks, but were ambushed by the Mohawks instead. One grisly tale about the battle relates that a Dutch soldier was burned alive, and his leg and arm were ...


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    Cohoes Music Hall

    Cohoes, New York

    37.5 miles from Windsor, MA

    The 1874 Cohoes Music Hall is believed to be haunted by Vaudeville actress Eva Tanguay, who died in 1947. Cohoes Music Hall was where she made her debut--and was booed offstage. Eva was known as the "I Don't Care" Girl because of her famous song. Many folks who work here ...


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    Loudon Cottage

    Albany, New York

    37.8 miles from Windsor, MA

    When President Lincoln was shot, one of his guests at the theater was Sen. Ira Harris's daughter Clara. After the event, Clara's white dress was stained by Lincoln's blood, so upon returning home to this cottage, she had a special closet built for it, then had it sealed up. After ...


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    Sage College of Albany

    Albany, New York

    38.2 miles from Windsor, MA

    Some of the buildings at Sage College in Albany were once a part of the Albany Home for Children; rumor has it that shallow graves were found during some campus construction. The campus is said to be haunted by some of the home's orphans who died in a fire in ...


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  • Haunted Salem & Beyond
    Lynda Lee Macken


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