The Historical Society has been presenting our historical Tarryhollow Walking Tours since 2011. The tour schedule will be finalized on August 15, so please check back after that date for our tour dates.
In 2024 we are offering several distinct Tarryhollow tours. Tickets can be purchased by clicking the “Buy Tickets” button beneath each tour description and scrolling through the ticket dates for the tour/date you prefer. Information on Refunds, Weather cancellations, and other important details can be found at the bottom of the page.
FOR QUESTIONS contact us at: historicalsociety10591@gmail.com
OUR SCHEDULED WALKING TOURS ARE OVER FOR THE SEASON. IF YOU ARE INTERESTED IN A PRIVATE TOUR (MINIMUM 4 PEOPLE – $100), PLEASE CONTACT US AT THE EMAIL ABOVE AND WE WILL TRY TO WORK WITH YOU IF A GUIDE IS AVAILABLE. THANK YOU TO EVERYONE WHO JOINED US THIS YEAR!
TOUR 1
Tour 1: TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church (Irving, the Old Dutch Church and the Colonial Experience)
Embark on a captivating journey through the rich history of Sleepy Hollow, where the echoes of colonial America come to life. Join us for a 90-minute immersive walking tour, starting with the tale of the first Dutch settlers who lived on Philipsburg Manor, one of the largest colonial estates in the Hudson River Valley. You will also step inside the historic Old Dutch Church, immortalized by Washington Irving in the iconic Legend of Sleepy Hollow. Marvel at the timeless architecture and imagine the stories whispered within its historic walls.
As we explore the surrounding burial ground, you’ll learn about the individuals who lived in the Neutral Ground and fought valiantly in the American Revolution. Hear the fascinating histories of those who inspired Irving’s memorable characters and uncover the lives of the people who shaped this storied land.
Join us for an unforgettable experience where history, legend, and the spirit of Sleepy Hollow converge.
Advance Reservations Required: $24.99
This tour starts at 418 North Broadway/11 Dell Street in Sleepy Hollow. Limited parking is available in this area (please do not park on the grounds of Sleepy Hollow Cemetery).
A minimum of four (4) people is required to run a tour. Tour times vary – please arrive 15 minutes prior to your chosen tour time in order to check in.
Please email for information about NOVEMBER private tours: historicalsociety10591@gmail.com.
TOUR 2
Tour 2: TarryHollow: Walking Through Time (Tarrytown)
A historical walking tour that explores the many layers of our wonderful community.
This two-hour tour will introduce you to the unique history of Tarrytown and Sleepy Hollow and to some of the most intriguing people who have ever lived here. The guides will lead you through the many sections of historic Tarrytown, including the Jacob Odell House, and regale you with enticing tales of local lore. Starting from Patriots Park, you will journey into the heart of Tarrytown, walking past historic sites and buildings while the guide shares stories of the individuals who made these places their home. The tales include historical accounts of real people and events, as well as a few unexplained incidents from the area’s legendary past. Each of our past residents has left their mark on the community, and a few of them may still linger nearby!
Advance Reservations Required: $24.99
Tour 2 starts at Patriots Park. Please meet near the Captors Monument at the entrance on the east side of the park, adjacent to Broadway (Route 9). A minimum of four (4) people is required to run a tour. Please arrive 15 minutes before the start time to check in. Parking can be challenging on the weekends in the fall, so give yourself plenty of time.
For private groups of 4 or more, please contact us at historicalsociety10591@gmail.com for more information.
TOUR 3
Tour 3: TarryHollow: Walking Through Time (Sleepy Hollow)
A historical walking tour that explores the many layers of our wonderful community.
This two-hour tour will introduce you to the unique history of Sleepy Hollow and to some of the fascinating people who once lived in – or visited – our Village. The guides will lead you through our historic Hudson River village and regale you with tales about some local heroes and even a few reprobates. Starting from Patriots Park, you will journey into downtown Sleepy Hollow walking past historic sites you might have heard about! During this anniversary year (the Village of North Tarrytown/Sleepy Hollow is celebrating 150 years in 2024), the guides will share stories of the Philipse Family, Captain Kidd, the Rockefellers, Major John Andre, and many others. The tales include historical accounts of real people and events that may have you looking over your shoulder during your visit!
Advance Reservations Required: $24.99
This tour starts at Patriots Park. Please meet near the Captors Monument at the entrance on the east side of the park, adjacent to Broadway (Route 9). A minimum of four (4) people is required to run a tour. Please arrive 15 minutes before the start time to check in. Parking can be challenging on the weekends in the fall, so give yourself plenty of time.
For private groups of 4 or more, please contact us at historicalsociety10591@gmail.com for more information.
Refunds and exchanges: All sales are final. No exchanges or refunds unless the tour/event is canceled. Tours require a minimum of 4 guests or they will be canceled. Our tours leave promptly at the start time, if you arrive after the start time and the tour has left the park or meeting location, no refunds will be given. You must check in at least 15 minutes prior to the tour start time.
Weather: The walking tours generally run rain or shine. Please dress for the weather. If we cancel a tour due to severe weather such as high winds, lightning, or heavy rain, we will promptly refund your full purchase price. In case of severe weather, please check here at the top of the Walking Tour page to see if your tour has been cancelled.
Additional Information: Some people may find the pace of our walking tours challenging. We cover more than a mile on foot including hills. Please consider your own abilities when signing up for a tour. Tips for the tour guides are not expected, but if you’ve enjoyed your tour they are greatly appreciated.
