Events and Things to Do in Pleasantville-Briarcliff Manor, NY

Thursday, September 17

Friday, September 18

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Maryknoll Fathers and Brothers Interview Program

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7:00 PM

55 Ryder Rd, MARYKNOLL, NY

Join Robert Ellsberg, American religious publisher and author who is the editor-in-chief and publisher of Orbis Books, the...

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Saturday, September 19

Featured

American Anthem: Songs and Orations That Capture the Spirit of This Land

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4:00 PM

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

Experience a powerful performance of songs and orations that capture the spirit of this land in celebration of our America's...

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Featured

Han, Setzer, Finckel Piano Trio

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7:30 PM

Tarrytown-Sleepy Hollow, NY

Pianist Wu Han, violinist Philip Setzer, and cellist David Finckel opened our 71st season and they are back, renowned for their...

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Sunday, September 20

Featured

SeptemberFest 2026

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12:00 PM

Chappaqua-Mount Kisco, NY

Experience Mount Kisco's biggest block party featuring a carnival, live music, delicious food, and a vibrant street fair....

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Sunday, September 27

Featured

Silver Fest

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5:00 PM

Silver Pro Music, 183 S Central Ave, Hartsdale, NY

A fundraiser benefitting Rivertown Dance Academy, a 501(c)3 profit organization. Gather with us on September 27 to celebrate...

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Thursday, September 17

• NAACP Ossining Branch General Meeting 7:00 pm

  Ossining

  
  

Friday, September 18

• Maryknoll Fathers and Brothers Interview Program 7:00 pm

  55 Ryder Rd, MARYKNOLL

  
  

Saturday, September 19

• American Anthem: Songs and Orations That Capture the Spirit of This Land 4:00 pm

  Briarcliff Congregational Church, 30 S State Rd, Briarcliff Manor

  
  
• Han, Setzer, Finckel Piano Trio 7:30 pm

  Sleepy Hollow High School, Sleepy Hollow

  
  

Sunday, September 20

• SeptemberFest 2026 12:00 pm

  Mount Kisco, Mt Kisco

  
  

Tuesday, September 22

• Protecting Your Health: Medications & Fall Risk: Free HSS Program! 10:30 am
  
  

Thursday, September 24

• Taconic Opera’s 2026 Annual Gala: Opera Goes to Church 7:00 pm

  Caperberry Events @ CV Rich Mansion, 305 Ridgeway, White Plains

  
  

Friday, September 25

• Arc Stages presents The Last Five Years, starting Sept 25 7:00 pm

  Arc Stages, 147 Wheeler Ave, Pleasantville

  
  

Saturday, September 26

• Arc Stages presents The Last Five Years, starting Sept 25 7:00 pm

  Arc Stages, 147 Wheeler Ave, Pleasantville

  
  

Sunday, September 27

• Silver Fest 5:00 pm

  Silver Pro Music, 183 S Central Ave, Hartsdale

  
  

Saturday, October 3

• Pleasantville Farmers Market Annual Apple Pie Contest 8:15 am

  Memorial Plaza, Pleasantville

  
  

Sunday, October 4

• BriarClefs A Cappella: FREE performance, Briarcliff Manor, Sunday, October 4, 2026, 3:00–4:00 PM! 9:00 am

  Scarborough Presbyterian Church, 655 Scarborough Rd, Briarcliff Manor

  
  
• The Balourdet Quartet 3:00 pm

  Sleepy Hollow High School, Sleepy Hollow

  
  

Wednesday, October 7

• Staying Strong Through Midlife and Beyond: HSS Free Webinar! 6:30 pm
  
  

Friday, October 9

• Demystifying Medicare & Healthcare Coverage for Seniors 10:00 am

  Bedford Hills Community House, 74 Main St, Bedford Hills

  
  

Saturday, October 10

• Market Day Crafts Fair in Fishkill 11:00 am

  Van Wyck Homestead Museum, 504 US-9, Fishkill

  
  

Monday, October 12

• Move with Confidence: The Nutrition Connection (In Person Class) 10:00 am

  Hospital for Special Surgery Main Hospital, 535 E 70th St, New York

  
  

Thursday, October 15

• Demystifying Medicare & Healthcare Coverage for Seniors 9:45 am

  Greenburgh Public Library, 300 Tarrytown Rd, Elmsford

  
  

Saturday, October 17

• Demystifying Medicare & Healthcare Coverage for Seniors 10:00 am

  Briarcliff Manor Public Library, 1 Library Rd, Briarcliff Manor

  
  

Sunday, October 18

• Trio Azura 3:00 pm

  Sleepy Hollow High School, Sleepy Hollow