Sparkling Pointe Vineyards & Winery

Nestled in a tree-lined neighborhood, this cozy inn boasts four warm rooms, a farm-to-table restaurant, and a laid-back food truck serving local delights.

Little Fish serves fresh, vibrant coastal cuisine with a tropical twist, paired with killer cocktails and laid-back beach vibes near Long Island Sound.

Nestled by the Long Island Sound, this retro-chic beachfront hotel boasts cozy, updated rooms with stunning water views and easy access to a charming private beach.

Southold Social is a charming American bistro with a French flair by chef François Payard, serving seasonal dishes and local wines in a vibrant, cozy setting.

North Fork Roasting Co. is a charming coffee haven in a cozy converted home, serving up delicious espresso drinks, comforting bites, and a vibrant community vibe.

Greenport Harbor Brewery in Peconic serves up a stellar selection of craft beers with tasty food, spacious indoor-outdoor vibes, live music, and a dog-friendly lawn.

Little Ram Oyster Company, a female-led gem on Shelter Island, serves up fresh oysters through the East Coast's first vending machine, plus a lively happy hour.

This cozy cocktail bar is the perfect spot for a seafood feast and expertly crafted drinks, all served by friendly staff in a charming atmosphere.

Dobutsu serves up a delicious Asian gastropub experience with a focus on seafood, tasty cocktails, and a relaxed vibe in a stylish, modern setting.

Cozy Lower East Side gem serving fresh, inventive Jewish-Sephardic Mediterranean dishes with stellar dips, sandwiches, and natural wines.