Events and Things to Do in Sleepy Hollow, NY

Sunday, October 25

Featured

Jay Day - Fall Family Festival

OCT

25

11:00 AM

Jay Estate, 210 Boston Post Rd, Rye, NY

Jay Day is our classic fall family festival held annually at the 23-acre award-winning Jay Estate with offerings for everyone!...

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Tuesday, October 27

Featured

Join Hospital for Special Surgery (HSS) for a free webinar!

OCT

27

10:30 AM

Upper East Side, NY

Health Information on the Web (Zoom) The internet offers easy access to health information, but not all online sources are...

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Saturday, October 31

Featured

Battle of the Boroughs: Halloween Breakin’ Bash

OCT

31

1:00 PM

Montessori School 27, 132 Valentine Ln, Yonkers, NY

Three Generations. One Culture. One Unforgettable Halloween! FREE ADMISSION – FUN FOR THE WHOLE FAMILY! Saturday, October 31,...

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Sunday, October 25

• Jay Day - Fall Family Festival 11:00 am

  Jay Estate, 210 Boston Post Rd, Rye

  
  

Tuesday, October 27

• Join Hospital for Special Surgery (HSS) for a free webinar! 10:30 am
  
  
• Yoga in the Gallery

  5:30 pm

  1 Rockwood Rd, 1 Rockwood Road, Sleepy Hollow

  
  

Friday, October 30

• Twilight Village at Sleepy Hollow NY

  6:00 pm

  Phillipsburg Manor, 381 North Broadway, Sleepy Hollow

  
  

Saturday, October 31

• Battle of the Boroughs: Halloween Breakin’ Bash 1:00 pm

  Montessori School 27, 132 Valentine Ln, Yonkers

  
  
• TaSH Farmer’s Market

  8:30 am

  Patriot's Park, US-9, Sleepy Hollow

  
  

Sunday, November 1

• Tarrytown Lighthouse in Sleepy Hollow Tours

  10:00 am

  Tarrytown Lighthouse in Sleepy Hollow, Palmer Avenue, Sleepy Hollow

  
  

Wednesday, November 4

• A Special Presentation Honoring Mary Magdalene

  7:00 pm

  Church of the Magdalene, 525 Bedford Road, Sleepy Hollow

  
  

Saturday, November 7

• Pocantico Hills Marathon & Half Marathon

  8:00 am

  Sleepy Hollow

  
  
• Pocantico Marathon (1/2 & Full)

  8:00 am

  Rockwood Hall, Sleepy Hollow

  
  

Sunday, November 8

• Slapering Hol Press Presents the Annual War & Peace Reading (In-person)

  4:00 pm

  Hudson Valley Writer’s Center, 300 Riverside Drive, Sleepy Hollow

  
  

Tuesday, November 10

• Move with Confidence: Strength, Balance & Bone Health (Online Class) 10:00 am
  
  
• Medicare 2027: Know Your Rights: HSS Free Webinar! 10:15 am
  
  
• Free HSS Webinar: Midlife Changes, Metabolism, Bone, and Joint Health (Zoom) 6:30 pm
  
  

Tuesday, November 17

• Protecting Your Health: Hearing, Dizziness & Your Balance with HSS! 10:30 am
  
  

Saturday, November 21

• Excelsior Symphony Orchestra Fall Concert: Inspired by America 7:30 pm

  Hackley School, 293 Benedict Ave, Tarrytown

  
  

Sunday, March 14, 2027

• Quartetto di Cremona 3:00 pm

  Sleepy Hollow High School, Sleepy Hollow

  
  

Sunday, April 11, 2027

• Curtis on Tour: Dohnányi Sextet 3:00 pm

  Sleepy Hollow High School, Sleepy Hollow

  
  

Sunday, May 2, 2027

• Horszowski Trio 3:00 pm

  Sleepy Hollow High School, Sleepy Hollow