TOP 30 Vineyard retreats in Southold, New York

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Welcome to North Fork Table & Inn, a charming retreat nestled in the heart of Southold, New York. Located at 57225 Main Road, our establishment effortlessly blends the warmth of a historic countryside home with the vibrant flavors of Long Island’s rich agricultural heritage. At North Fork Table, we celebrate the bounty of local farms, vineyards, and waterways, bringing you exquisite menus crafted by acclaimed restaurateur and chef, John Fraser. Our restaurant offers a delightful culinary journey, where each dish showcases the finest local ingredients, skillfully prepared to tantalize your taste buds. Whether you're indulging in a leisurely lunch, a romantic dinner, or a casual drink at our bar, you'll find a welcoming atmosphere and exceptional service.

Welcome to Kenney's Beach, your serene escape located on Sound Avenue in the charming town of Southold, New York. Nestled along the picturesque shores of the Long Island Sound, Kenney's Beach offers a perfect blend of natural beauty and relaxation. Whether you're a local resident or a visitor exploring the North Fork, our beach provides a tranquil setting for a day of sunbathing, swimming, or leisurely strolls along the shoreline. At Kenney's Beach, you'll find pristine sands, gentle waves, and breathtaking sunsets that create unforgettable memories. Our convenient location makes it easy to access nearby attractions, including local vineyards, quaint shops, and delicious dining options. With ample parking and well-maintained facilities, Kenney's Beach is an ideal destination for families, couples, and solo adventurers seeking a peaceful retreat.

Welcome to Vine Sand, your serene escape nestled in the heart of Southold, New York. Located at 47100 New York 25, our charming lodging offers a perfect blend of comfort and tranquility, ideal for those looking to unwind and explore the captivating beauty of the North Fork. At Vine Sand, we pride ourselves on providing a warm and inviting atmosphere, where guests can enjoy modern amenities amidst a picturesque setting. Each of our thoughtfully designed rooms offers a cozy retreat, ensuring a restful stay. Wake up to the gentle sounds of nature and start your day with a fresh, locally-sourced breakfast that highlights the best of the region.