Events and Things to Do in Southold, NY

Saturday, August 29

Featured

44th Annual WICC Greatest Bluefish Tournament on Earth with $25,000 Grand Prize

AUG

29

12:01 AM

Port Jefferson, NY

The 44th Annual WICC Surfside Hotel Greatest Bluefish Tournament on Earth returns to Long Island Sound on Saturday, August 29,...

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Featured

Marty Beller, Grammy Award-winning drummer for THEY MIGHT BE GIANTS

AUG

29

6:00 PM

Poquatuck Hall, 1160 Skippers Ln, Orient, NY

Join Grammy Award-winning drummer for They Might Be Giants for an interactive and immersive lecture titled "Twists, Turns and...

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Sunday, August 30

Featured

NoFo Jewish Music Festival 2026

AUG

30

4:30 PM

1254 Northville Turnpike, Riverhead, NY

Celebrate Jewish culture, community, and pride at the annual NoFo Jewish Music Festival! Bring the whole family for an...

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Monday, August 31

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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Thursday, August 27

• Historic Preservation Commission

  3:00 pm

  Southold, NY Calendar, 54375 Main Rd, Southold

  
  
• Anticipated Executive Session 5:30 pm

  Mattituck-Cutchogue UFSD, Southold

  
  
• Board of Education Meeting 6:30 pm

  Mattituck-Cutchogue UFSD, Southold

  
  

Saturday, August 29

• 44th Annual WICC Greatest Bluefish Tournament on Earth with $25,000 Grand Prize 12:01 am

  Long Island Sound

  
  
• Marty Beller, Grammy Award-winning drummer for THEY MIGHT BE GIANTS 6:00 pm

  Poquatuck Hall, 1160 Skippers Ln, Orient

  
  

Sunday, August 30

• NoFo Jewish Music Festival 2026 4:30 pm

  1254 Northville Turnpike, Riverhead

  
  
• American Legion Antique Car Show

  10:00 am

  Southold, NY Calendar, Southold

  
  
• Peconic Landing Fireworks Display

  8:15 pm

  Southold, NY Calendar, Southold

  
  

Monday, August 31

• Our Housing Crisis: Local Voices 5:00 pm

  CAST Center for Advocacy, Support and Transformation, 53930 Main Rd, Southold

  
  

Thursday, September 3

• Zoning Board of Appeals Regular Meeting

  9:00 am

  Southold, NY Calendar, 53095 Main Rd, Southold

  
  

Friday, September 4

• First Fridays on Love Lane

  5:00 pm

  Southold, NY Calendar, Southold

  
  

Saturday, September 5

• Boy Scout Troop 6 Annual Car Show

  7:00 am

  Southold, NY Calendar, 1170 Peconic Lane, Peconic

  
  

Saturday, September 19

• Jay Medal Soirée 5:30 pm

  Jay Estate, 210 Boston Post Rd, Rye