Events and Things to Do in Head of the Harbor, NY

Saturday, October 24

Sunday, October 25

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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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Saturday, October 24

• Musical Bingo 12:00 pm

  412 Hawkins Ave, Lake Ronkonkoma, NY, 11779

  
  

Sunday, October 25

• Jay Day - Fall Family Festival 11:00 am

  Jay Estate, 210 Boston Post Rd, Rye

  
  
• Halloween Family Fun Day - FREE! 1:00 pm

  The Long Island Museum, 1200 NY-25A, Stony Brook

  
  

Tuesday, October 27

• Smithsonian National Youth Summit 2026 4:00 pm

  The Long Island Museum, 1200 NY-25A, Stony Brook

  
  

Thursday, October 29

• Fall into Art: Make a Painted Leaf Mobile Workshop 6:00 pm

  The Long Island Museum, 1200 NY-25A, Stony Brook

  
  

Sunday, November 1

• 💎 Denim and Diamonds: The Ultimate Ladies' Day Out🤠 11:30 am

  The Crescent Beach Club, 333 Bayville Ave, Bayville