Living in Southold part-time for six years now. There are some very special places with very good food; let's discuss!
Jeni's Main Street Grill- breakfast all day, lunch too. Like eating at home, if you were a CIA trained chef. The best poached eggs EVER, corned beef hash from scratch, pancake specials that change daily, homemade soups, and a waitress who knows all the locals and has their coffee ready when she see their car pull up! Crayons and coloring books always at the ready for the little ones. Excellent fresh biscuits and baked goods too.
Founder's Tavern- a neighborhood pub with much-better-than-average food. Be sure to check the specials and get their chowder if it's offered. Excellent burgers, great chili and greaseless fried fish and shrimp are always on the menu, and homemade potato chips are even better than the fries.
Eric's- takeout or eat-in for breakfast and lunch. The outdoor deck is heated when it is chilly. Truly amazing food: fresh salads prepared with care, homemade soups and daily specials that might feature BBQ ribs, fresh chicken burritos, pot roast, chicken stir fry, or roast turkey. Very good muffins, cupcakes with inch thick frosting and scones too. If it is early and not too crowed ask Eric if they can make you an 'Awesome'- their secret egg sandwich.
Michaelaneglo's- their newest branch opened last year in Southold. Very good NYC slice style pizza with an attached, updated dining room featuring all the red sauce dishes you would expect prepared with care. Love their eggplant parm and classic meatballs and spaghetti. Check their specials board for local fish.