Events and Things to Do in Southeast-Brewster, 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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Sunday, October 18

• Secondaries Scrap and Yap 12:00 pm

  1875 US-6, Carmel Hamlet

  
  

Friday, October 23

• "Lost Boys Night" 10:00 pm

  Old Town Hall Theater, 67 Main St, Brewster

  
  

Saturday, October 24

• $5 & Under Sidewalk Sale! 12:00 pm

  1875 US-6, Carmel Hamlet

  
  

Sunday, October 25

• Jay Day - Fall Family Festival 11:00 am

  Jay Estate, 210 Boston Post Rd, Rye

  
  
• Full Moon Reset Workshop for Women at Whole Fit 11:00 am

  Whole Fit, LLC, 4 Dunham Dr, New Fairfield, CT 06812

  
  

Wednesday, October 28

• Multilevel Yoga at Whole Fit 6:00 pm

  Whole Fit, LLC, 4 Dunham Dr, New Fairfield, CT 06812

  
  

Friday, November 13

• CoveCare Center’s 2026 Imagine Gala 6:00 pm

  Hollow Brook Golf Club, 1060 Oregon Rd, Cortlandt Manor