Events

Sink or Sing: A Walking Tour about Crime, Punishment, Labor, and the Hudson River Region

Location

Louis Engel Waterfront Park, 25 Westerly Road, Ossining, New York 10562; We will meet at the Louis Engel Waterfront Park in front of the Ossining Boat and Canoe Club (a short walk from the Ossining Metro North Train Station)
25 Westerly Road
Ossining, NY 10562

County: Westchester
Region: Lower Hudson

Date(s)

• September 26, 2026, 10:00AM (rain or shine)
• September 26, 2026, 12:00PM (rain or shine)
• September 26, 2026, 2:00PM (rain or shine)
• September 26, 2026, 4:00PM (rain or shine)
• September 27, 2026, 10:00AM (rain or shine)
• September 27, 2026, 12:00PM (rain or shine)
• September 27, 2026, 2:00PM (rain or shine)
• September 27, 2026, 4:00PM (rain or shine)
• September 28, 2026, 10:00AM (rain or shine)
• September 28, 2026, 12:00PM (rain or shine)
• September 28, 2026, 2:00PM (rain or shine)
• September 28, 2026, 4:00PM (rain or shine)

Detailed Times/Hours This walking tour is a project of the Sing Sing Prison Museum, which is scheduled to have a soft opening in the fall of 2026. For more information about the project, please visit the website.

Tours run at 10 AM, 12 PM, 2 PM & 4 PM.

https://www.singsingprisonmuseum.org/calendar.html

Details

Event Type Walk/Hike Description Are you ready for an adventure that combines history, art, and the great outdoors? Join the Sing Sing Prison Museum (SSPM) staff for Sink or Sing: A Walking Tour about Crime, Punishment, Labor, and the Hudson River Region. This tour is designed to captivate and educate participants aged 12 and older, offering a unique blend of fun and learning in a stunningly beautiful location. Explore the fascinating history of the Hudson River region, from the renowned Hudson River School of Art to the bustling port community and the imposing walls of the Sing Sing Correctional Facility. Highlights of the tour include: • Discovering the construction of the original 1825 cell block • Learning about the quarrying of Sing Sing marble • Uncovering the origins of U.S. penal philosophy and design • Understanding the labor that built Sing Sing and the products developed within its walls • Examining innovative examples of reform and rehabilitation The tour concludes with a reflective art-making project, led by a previously incarcerated individual, connecting participants back to the Hudson River School and their personal experiences Organization Hosting the Event Sing Sing Prison Museum Phone Number (914) 236-5407 Contact Email Robert@Singsingprisonmuseum.org

Registration

Advance registration required.
https://www.singsingprisonmuseum.org/calendar.html Tickets: All Tickets $15 Contact: Tours and Programs at: info@singsingprisonmuseum.org About Sing Sing Prison Museum Join SSPM staff on a walk along the Hudson River and around the edges of the Sing Sing Correctional Facility. The tour, Sink or Sing: A Walking Tour about Crime, Punishment, Labor, and the Hudson River Region, offers insights into the history of this place in a stunningly beautiful location. From the Hudson River School of Art and a bustling port community to the walled fortress of a maximum-security prison, there is so much to explore and see in a mile radius. Learn about the building of the 1825 original cell block, the quarrying of Sing Sing marble, and the origin of the US penal philosophy and design. We will also discuss the labor that built Sing Sing, products developed here, and some innovative examples of reform and rehabilitation. The tour will end with a reflective art making project, led by a previously incarcerated person, to link us back to the Hudson River School and our individual experiences. Tours will take place rain or shine. Tours run at 10 AM, 12 PM, 2 PM & 4 PM.
All Tickets $15 https://www.singsingprisonmuseum.org/calendar.html

Additional Information

You’ll enjoy stunning views of the Hudson River, with paths perfect for a stroll, benches to relax and watch the sunset after your Sink or Sing Walking Tour, a playground for kids, and restrooms for convenience.
Additional Equipment Required: No

Trip Duration (hours): 1
Difficulty: Easy
This event is NOT Suitable for children under: Difficult for those under 12; babies fine.
Length (miles): 1
Boots Needed: No

Family Friendly: Yes
Wheelchair Accessible: Yes
Walking Distance to Amtrak or Metro North Station: Yes
Barrier Free or Wheelchar accessible? Yes