All things fall are starting to harvest (yeah, went there) here in the Hudson Valley, so in between your hay rides and pumpkin picking adventures, why not consider getting a bit of a history lesson during a walking tour in one of the Hudson Valley's most popular historic towns.

Serving Sleepy Hollow and Tarrytown, The Historical Society, Inc., is a private not-for-profit organization that was founded in 1889.  The purpose - to study and appreciate all aspects of the history that Tarrytown and Sleepy Hollow have to offer. This allows for a lot of fun and informative activities that highlight the heritage of the area.

TarryHollow Walking Tours, 2022

Since 2011, the Historical Society has been doing their walking tours, and this year, they are offering three separate versions for visitors to take part in.  Let's break it down:

Tarryhollow: Irving, the Old Dutch Church and the Colonial Experience (Tour 1)

  • Dates:  1-3 times each day, weekends from 9/11-11/6.  Each tour runs 1 hour and 30 minutes.
  • Requirements:  Minimum of 4 people to run a tour.
  • Starting Location:  418 North Broadway/11 Dell Street Sleepy Hollow (note: do not park on the grounds of Sleepy Hollow Cemetery)
  • Details:  A trip back in time to when the first Dutch families settled in the area. Visitors will learn about Frederick Philipse's Upper Mills, followed by a visit to the historic Old Dutch Church which is most notably famous due to the Legend of Sleepy Hollow.  The next stop is a tour of the burying ground to visit with people who lived in the Neutral Ground and fought in the American Revolution.
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Tarryhollow: Heroes and Villains of the Hollow (Tour 2)

  • Dates:  Saturday, October 8, 3 pm; Sunday, October 16, 2:30 pm.  Each tour runs for 2 hours.
  • Requirements:  Minimum of 4 people to run a tour.
  • Starting Location:  Patriots Park, meet near Captors Monument, adjacent to Broadway (Route 9).
  • Details:  'Ponder a murder mystery immortalized by one of America's most famous authors that still intreats investigators today' in what is described as 'one history-packed square mile.' This walking tour will take visitors to the Captors' Monument, and teach about the history of three locals who captured British spy Major John Andre, which led to the discovery of Benedict Arnold's treason.

Tarryhollow: Walking Through Time (Tour 3)

  • Dates:  Sunday, October 30, 10 am. Each tour runs for 2 hours.
  • Requirements:  Minimum of 4 people to run a tour.
  • Starting Location:  Patriots Park, meet near Captors Monument, adjacent to Broadway (Route 9).
  • Details:  Described as a tour that explores the many layers of the community, the Walking Through Time tour will introduce visitors to some of the most interesting people that have lived in the area.  Stops near historic sites and buildings, historical lore, legends and unexplained incidents from the past, learn about the people (and the stories) that made this area their home.

General information about the Historical Society, as well as ticket information for the various walking tours can be found here.  Who knows, maybe you'll spot some witches in the area like last year?

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