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Things To Do

Greenport is a charming waterfront town with a walkable village center. Enjoy the classic small-town feel — think vintage carousel, ice cream shops, and family-run storefronts.

Downtown Greenport

Stroll through downtown Greenport, where you'll find everything from antique stores and home goods to indie bookstores, art galleries, and boutiques carrying coastal-inspired fashion and gifts.

Wineries

Some of the North Fork’s best wineries are just a short drive from downtown Greenport—many within 10 to 15 minutes. Below are just two of our favorites. Croteaux Vineyards – A rosé-only vineyard with a French garden vibe, perfect for a relaxing and memorable tasting experience. Kontokosta Winery – Located on a scenic bluff overlooking the Long Island Sound, this elegant spot offers award-winning wines and sweeping views.

Local Brewery

Greenport Harbor Brewing Co. – A popular downtown brewery featuring creative craft beers and a laid-back taproom. Located in downtown Greenport.

Coffee & Brunch

There are several cozy cafés and breakfast spots scattered throughout the village. Aldo’s Coffee Company – A local favorite for espresso, house-made biscotti, and cozy harborfront vibes. Bruce & Son – A charming brunch spot serving seasonal, locally sourced dishes in a stylish setting. Crazy Beans - A quirky, retro-style café serving creative brunch, specialty coffee, and cocktails in a lively, welcoming atmosphere.

Lunch & Dinner

Greenport has a great mix of restaurants for lunch and dinner, from casual bites to elevated coastal fare. Anker – A seafood-forward restaurant with modern coastal decor and a solid cocktail list. First and South - Cozy bistro serving seasonal American food. The Frisky Oyster – Modern New American with a creative, seafood-focused menu; chic and intimate. 1943 Pizza Bar – Wood-fired Neapolitan-style pizza tucked behind a speakeasy bar.

A short drive away...

Lavender by the bay - A picturesque lavender farm known for its vibrant purple fields, fragrant blooms, and handcrafted lavender products. Catapano Dairy Farm - A charming goat dairy farm that produces goat cheeses and goat‑milk skincare products while offering farm tours, goat‑milking demos, and baby‑goat yoga. Love Lane - A historic, heart‑charming block in Mattituck lined with locally owned boutiques, eateries, artisan shops, known for its iconic heart‑shaped sign.