Events and Things to Do in Sleepy Hollow, NY

Thursday, September 10

Featured

Analogue Sites by Jorge Otero-Pailos

SEP

10

5:30 AM

Jay Estate, 210 Boston Post Rd, Rye, NY

Join us for a reception with the artist on Thursday, September 10, 2026 at 5:30pm. Registration link coming soon! It is deeply...

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Saturday, September 12

Featured

Music Across the Hudson

SEP

12

3:00 PM

Tarrytown-Sleepy Hollow, NY

Free Outdoor Concert: Dobbs Ferry Waterfront Park The Incumbents 3:00pm – 4:15pm Funk & Disorderly 4:30pm – 6:00pm Rock out...

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Saturday, September 19

Featured

Jay Medal Soirée

SEP

19

5:30 PM

Jay Estate, 210 Boston Post Rd, Rye, NY

The Jay Heritage Center in Rye, New York will celebrate America at 250 with a toast to Jay Medal honorees Pulitzer...

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Sunday, August 23

• Westchester Roots: Ecuadorian Culture Day

  3:00 pm

  Sleepy Hollow, NY Calendar, 25 Andrews Lane, Sleepy Hollow

  
  
• Sleepy Hollow Carnival!

  3:00 pm

  Sleepy Hollow, NY Calendar, Tarrytown Light-Kingsland Point Path, Sleepy Hollow

  
  

Tuesday, August 25

• Jazz Forum Arts Summer Concert Series at Horan's Landing

  6:30 pm

  Sleepy Hollow, NY Calendar, 57 River Street, Sleepy Hollow

  
  
• Jazz at Horan’s Landing

  6:30 pm

  Horan's Landing, 57 River St, Sleepy Hollow

  
  

Sunday, August 30

• The Lighthouse Swim

  Sleepy Hollow, NY Calendar, Sleepy Hollow

  
  

Tuesday, September 8

• Melissa Etheridge

  7:00 pm

  Tarrytown Music Hall, 13 Main St Fl 2, Tarrytown

  
  

Thursday, September 10

• Analogue Sites by Jorge Otero-Pailos 5:30 am

  Jay Estate, 210 Boston Post Rd, Rye

  
  

Saturday, September 12

• Music Across the Hudson 3:00 pm

  Dobbs Ferry Waterfront Park 11 Station Plaza, Dobbs Ferry, NY 10522

  
  

Saturday, September 19

• Jay Medal Soirée 5:30 pm

  Jay Estate, 210 Boston Post Rd, Rye

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

  Sleepy Hollow High School, Sleepy Hollow

  
  

Thursday, October 1

• New Pornographers

  8:00 pm

  Tarrytown Music Hall, 13 Main St Fl 2, Tarrytown

  
  

Saturday, October 3

• Sleepy Hollow Music Festival 2026

  11:00 am

  Kingsland Point Park, Tarrytown Light-Kingsland Point Path, Sleepy Hollow

  
  

Sunday, October 4

• The Balourdet Quartet 3:00 pm

  Sleepy Hollow High School, Sleepy Hollow

  
  

Sunday, October 18

• Trio Azura 3:00 pm

  Sleepy Hollow High School, Sleepy Hollow

  
  

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