Events and Things to Do in Ossining-Croton-On-Hudson, NY

Sunday, October 18

Featured

Maryknoll Fathers and Brothers World Mission Sunday Open House

OCT

18

1:00 PM

Maryknoll Society Center, 55 Ryder Rd, MARYKNOLL, NY

COME JOIN US! Experience the beauty of Autumn and the joy of Mission at Maryknoll Fathers and Brothers. COME JOIN US for...

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Featured

FREE Reading of Original Short Play to Raise Awareness and Funds to Help the Homeless

OCT

18

1:00 PM

Grace Episcopal Church Trinity Campus, 7 S Highland Ave, Ossining, NY

What does it really mean to be homeless? Who are the people behind that word, and what would they want us to understand? These...

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Featured

2026 Hope Harvest: Hope for the Journey

OCT

18

4:00 PM

The Center at Mariandale, 299 N Highland Ave, Ossining, NY

Celebrate a half century of mission and community at this special 50th-anniversary benefit. Guests will enjoy seasonal creative...

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Saturday, October 24

Featured

Pumpkins, Pipes & Peculiar Stories

OCT

24

4:00 PM

The Briarcliff Congregational Church, 30 S State Rd, Briarcliff Manor, NY

Join us for an evening of music and mystery presented by The Briarcliff Congregational Church. This atmospheric event features...

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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

• Maryknoll Fathers and Brothers World Mission Sunday Open House 1:00 pm

  Maryknoll Society Center, 55 Ryder Rd, MARYKNOLL

  
  
• FREE Reading of Original Short Play to Raise Awareness and Funds to Help the Homeless 1:00 pm

  Grace Episcopal Church Trinity Campus, 7 S Highland Ave, Ossining

  
  
• 2026 Hope Harvest: Hope for the Journey 4:00 pm

  The Center at Mariandale, 299 N Highland Ave, Ossining

  
  
• Holy Eucharist 10:30 am

  7 S Highland Ave, Ossining

  
  

Monday, October 19

• Head Start Open House and Scholastic Book Fair 8:30 am

  Yonkers Children's Place

  
  

Friday, October 23

• Westchester Collaborative Theater (WCT) Presents Terror Tales Chilling Stories of the Macabre 7:30 pm

  Westchester Collaborative Theater, 23 Water St, Ossining

  
  

Saturday, October 24

• Pumpkins, Pipes & Peculiar Stories 4:00 pm

  The Briarcliff Congregational Church, 30 S State Rd, Briarcliff Manor

  
  
• Teatown’s Enchanted Forest 10:30 am

  Cliffdale Farm, 85 Teatown Rd, Croton-On-Hudson

  
  
• Westchester Collaborative Theater (WCT) Presents Terror Tales Chilling Stories of the Macabre 2:00 pm

  Westchester Collaborative Theater, 23 Water St, Ossining

  
  

Sunday, October 25

• Jay Day - Fall Family Festival 11:00 am

  Jay Estate, 210 Boston Post Rd, Rye

  
  
• Westchester Collaborative Theater (WCT) Presents Terror Tales Chilling Stories of the Macabre 3:00 pm

  Westchester Collaborative Theater, 23 Water St, Ossining

  
  

Tuesday, October 27

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

Friday, October 30

• Teatown at Twilight 6:00 pm

  Cliffdale Farm, 85 Teatown Rd, Croton-On-Hudson

  
  
• Westchester Collaborative Theater (WCT) Presents Terror Tales Chilling Stories of the Macabre 7:30 pm

  Westchester Collaborative Theater, 23 Water St, Ossining

  
  

Saturday, October 31

• Croton Point Nature & History Hike 9:00 am

  Croton Point Park, 1 Croton Point Ave, Croton-On-Hudson

  
  
• Westchester Collaborative Theater (WCT) Presents Terror Tales Chilling Stories of the Macabre 7:30 pm

  Westchester Collaborative Theater, 23 Water St, Ossining

  
  

Sunday, November 1

• Westchester Collaborative Theater (WCT) Presents Terror Tales Chilling Stories of the Macabre 3:00 pm

  Westchester Collaborative Theater, 23 Water St, Ossining

  
  
• Spierling Concert series: Ben Model & Silent Films! 5:00 pm

  Katonah Presbyterian Church, 31 Bedford Rd, Katonah

  
  

Thursday, November 5

• Westchester Collaborative Theater (WCT) Presents an Improv Comedy Extravaganza Night 7:30 pm

  Westchester Collaborative Theater, 23 Water St, Ossining

  
  

Tuesday, November 10

• Move with Confidence: Strength, Balance & Bone Health (Online Class) 10:00 am