01.21.2026 Sports Sepenoski leads Southold’s comeback win over Ross School When the going got tough for the Southold High boys basketball team Tuesday night, the toughest kid on the court got going. And then some. In one of the...
01.08.2026 People of the Year 2025 Educator of the Year: James Stahl For more than three decades, James Stahl has been a mainstay in the Southold Union Free School District. To colleagues, he’s been inspirational. To students, he’s been a mentor....
12.19.2025 News Southold students glean produce to support CAST Southold High School National Honor Society students laced up their boots and ventured out to Wesnofske Farms in Peconic last Thursday to glean produce and serve the community. The...
10.29.2025 Sports Southold’s Duffy breaks two school records in one week Just what are the odds of anyone breaking not one, but two school cross country records, both by one second, within a week? It’s probably difficult to calculate, but...
08.06.2025 Sports Settlers boys basketball team finishes summer play ready for season The Southold High School boys basketball team never got an opportunity to play its Town of Brookhaven Summer Basketball season finale against Mattituck. That’s because the Settlers game at...
07.21.2025 Sports Chris Ruggi is the new Southold varsity soccer coach Chris Ruggi’s transition to his new role as the Southold High School boys varsity soccer coach is expected to be a rather smooth one. After all, he’s directed the...
07.10.2025 Sports Settlers bring and beat the heat in summer league Southold High School forward Travis Sepenoski typified just about every teammate’s condition and energy they had expended on Tuesday night. Sepenoski was sweating so much that he walked over...
07.08.2025 Sports Southold High School’s Sadowski, soccer coach set to retire Andrew Sadowski felt it was the right time to move on. Sadowski, the dean of Suffolk County boys soccer coaches who forged a historic career, has retired as a...
02.27.2025 News North Fork high school musicals set to ring in spring Three North Fork high schools will hold their spring musical performances over the next two weeks. All the musicals feature fantastical elements, with Mattituck performing “Once Upon a Mattress,”...
09.13.2024 Sports Girls tennis: Settlers senior takes over top singles spot At this juncture last year, Reagan Treharne was settling in with her first doubles partner, senior Nyla Olsen, on the Southold/Greenport High School girls tennis team. These days, she’s...
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