Together With

Good Morning, North Fork! Is anyone else doing laps at Southold IGA trying to find one thing?

In today’s North Fork Buzz:

• Short Term Rental Crackdown

• Trains to Greenport Are Back

• Paint, Sip, Repeat

Ready, Set, Go!

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The Lowdown

Short Term Rental Crackdown 🏠

Southold Town is sending a clear message to short term rental owners: play by the rules now, or risk being shut out later.

As the Town Board works toward a new lottery system for a limited number of short term rental permits, officials announced that any property currently operating without a valid rental permit will not be eligible to apply.

Short term rentals, defined today as stays under 14 nights, are still illegal under existing town code. But enforcement is ramping up. The town is now using Rentalscape software to track listings in real time, including booking length, pricing, and even guest arrivals and departures, making it easier for code enforcement to document violations.

Get the full story 👉 East End Beacon

Trains to Greenport Are Back 🚆

After months of shuttle buses and extra transfers, the midday ride to the North Fork is making a comeback.

Starting May 11, the Long Island Rail Road will restore weekday train service east of Ronkonkoma, meaning Greenport-bound riders can ditch the bus and stay on the rails.

The temporary shuttle, brought in for track maintenance, has been the workaround all winter. Now, just in time for the seasonal shift, trains are rolling through again. ($)

Get the full story 👉 Suffolk Times

Paint, Sip, Repeat 🎨

Chronicle Wines is trading in the usual flowers for mom routine for something a little more hands on this year.

On May 9, watercolorist Melissa Hyatt is hosting a guided pink peony painting workshop inside the tasting room.

For $75, get the full setup: a watercolor kit, step by step guidance from Hyatt, a QR code for follow along later, and a glass of wine to keep things loose while the paint dries.

For Hyatt, it’s personal this time of year. A longtime North Fork local now based in Connecticut, she returns each Mother’s Day with her own story in mind, honoring a mom who supported her creative path long before it turned into a full-fledged career.

Get the full story 👉 Northforker

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Happenings: Upcoming Events

⛳ Golf Outing This on is more than just a round of golf. The ELIH Auxiliary hosts a coed outing on Monday, May 11 at Island’s End Golf & Country Club, honoring Barbara Koch & Helen Levine and the lasting impact they’ve had on the community. More Info

🎭 Anything Goes Opening night lands on Thursday, May 14 at North Fork Community Theatre, where this Cole Porter classic follows a lovestruck stowaway, a mischievous nightclub singer, and a cast fully committed to the bit aboard the S.S. American. It’s fast, funny, and packed with toe tapping moments. More Info

🧶 Fleece & Fiber Festival Turns out sheep, spinning wheels, and a barn full of makers is a pretty solid way to spend a day. The Fleece & Fiber Festival returns to Hallockville Museum Farm on Saturday, May 16 with live shearing, weaving and spinning demos, plus artisans selling handmade goods you won’t find anywhere else. More Info

🩰 Brooklyn Ballet Tutus meet street style, and it all works. Brooklyn Ballet lands at the North Fork Art Center, May 16 & 17 with Soft Power, a genre bending performance that blends classical ballet with street dance. More Info

🐾 Dog Dock Diving Weekend Dogs. Flying. Through the air. On purpose. Dog Dock Diving Weekend splashes down at Greenport Harbor Brewery (Peconic), May 16 & 17, where pups launch off docks while humans hang back with beers and good eats. Bonus: every ticket supports the North Fork Animal Welfare League & Shelter. More Info

🍽️ Black Cat Supper Club Blink and it’s booked, that’s the kind of dinner this is. Black Cat Supper Club lands on Saturday, May 16 with Ali Katz Kitchen teaming up with Borghese Vineyard’s winemaker Allissa Goodale for a four course evening that’s intimate, thoughtful, and very well paired. More Info

^{_{Nothing in this section is sponsored. They’re just fun things you need to know. We’ll always let you know when something is sponsored}}

Live Music + Fun Breakdown

Tuesday

Eastern Front Brewing | Trivia with Emily | 6 PM
First & South | Jeff LeBlanc | 5-8 PM

Wednesday

Greenport American Legion | Adult Roller Skate | 5-9 PM
Shelter Island Slice | Trivia with Think Inc. | 6 PM
Eastern Front Brewing | Bingo with Michelle | 6-9 PM
Andy’s | Trivia | 6:30-8:30 PM
Clam Bar at Alize | Trivia with Pam | 6:30 PM

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THANKS!

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Tom Loncar- Publisher
Nicole Loncar- Editor + Partnerships