TOP 30 Island escapes in Southold, New York

Welcome to A Walk in the Woods Bed and Breakfast, a serene retreat nestled in the heart of nature at 9680 North Bayview Road, Southold, New York. Our charming lodging offers a unique escape surrounded by the tranquility of woods, wetlands, and abundant wildlife right at our doorstep. Explore the beauty of our 11 acres of private woods, seamlessly connected to 21 acres of public forest land known as The Tall Pines of Bayview. Wander along the pristine forest trails that lead you to the breathtaking Paradise Point. Just a short stroll further, you'll find yourself at Cedar Beach, where you can soak in the stunning views of Shelter Island and The Hamptons.

Shorecrest Bed & Breakfast is a charming lodging located in Southold, New York. Situated at 54300 County Road 48, this cozy bed and breakfast offers a relaxing and peaceful retreat for guests looking to escape the hustle and bustle of city life. The institution features comfortable rooms, delicious breakfast options, and a warm and inviting atmosphere. With its convenient location and attentive staff, Shorecrest Bed & Breakfast is the perfect choice for a tranquil getaway in the beautiful surroundings of the North Fork of Long Island.

Welcome to A Lure Chowder House & Oysteria, your ultimate waterfront dining destination nestled along Long Island's picturesque North Fork. Located at 62300 Main Road, Southold, New York, our restaurant is beautifully set at the landmark Port of Egypt Marina, offering impeccable views and an inviting atmosphere for all. A Lure is the latest culinary creation by the acclaimed team of chef Tom Schaudel and restaurateur Adam Lovett, known for their successful ventures including a Mano in Mattituck, Passionfish in Westhampton Beach, and Jedediah Hawkins in Jamesport. Joining them is chef de cuisine and partner Jeff Uguil, who brings his expertise and passion to the kitchen.

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 Town Beach, a serene natural haven located at 53005 County Road 48 in the charming town of Southold, New York. Nestled along the picturesque shores of the North Fork, this beautiful beach offers a perfect escape for those seeking tranquility and a connection with nature. Whether you're a local resident or a visitor exploring Long Island, Town Beach provides a stunning backdrop for a day of relaxation and recreation. With its pristine sandy shores and clear, refreshing waters, Town Beach is an ideal spot for sunbathing, swimming, or simply enjoying a peaceful stroll along the coast. The beach is a favorite among families, couples, and solo adventurers alike, offering ample space to unwind and soak in the breathtaking views of the Long Island Sound.

Welcome to Horton's Point Beach Located at 3500 Lighthouse Road in the picturesque town of Southold, New York, Horton's Point Beach is a hidden gem on the North Fork of Long Island. As a premier tourist attraction, this scenic beach offers visitors a perfect escape into nature and history.

Welcome to Sound View Dunes Park, a hidden gem nestled along the scenic shores of Southold, New York. Located at 4201-5801 Soundview Avenue, our park offers a serene escape into nature's beauty, making it a perfect destination for tourists and locals alike. Sound View Dunes Park is renowned for its breathtaking views of the Long Island Sound and its stunning natural landscapes. Visitors can explore a variety of trails that wind through diverse ecosystems, including picturesque sand dunes, lush woodlands, and vibrant wetlands. The park is a haven for outdoor enthusiasts, offering opportunities for hiking, bird watching, and picnicking amidst tranquil surroundings.

Welcome to Goose Creek Beach, your serene escape nestled in the charming town of Southold, New York. Situated at the heart of the picturesque North Fork, Goose Creek Beach offers a perfect blend of natural beauty and tranquil ambiance. Whether you're looking to unwind on pristine sandy shores, explore the scenic coastal landscape, or engage in a variety of recreational activities, Goose Creek Beach is your ideal destination. Our beach is renowned for its calm, family-friendly atmosphere, making it a favorite spot for locals and visitors alike. Enjoy a leisurely day under the sun, take a refreshing swim in the clear waters, or embark on a kayaking adventure to explore the stunning surroundings. With ample space for picnics and gatherings, it's an excellent location for enjoying quality time with loved ones.

Welcome to Cedar Beach Park, a serene oasis nestled in the heart of Southold, New York. Located at 3690 Cedar Beach Road, our beautiful park offers a perfect escape for nature lovers, families, and anyone seeking tranquility by the water. Cedar Beach Park is renowned for its stunning landscapes, pristine sandy shores, and captivating views of the Long Island Sound. Whether you're planning a leisurely stroll along our scenic trails, a fun-filled day at the beach, or a peaceful picnic with loved ones, Cedar Beach Park provides the ideal setting. Our well-maintained facilities include picnic areas, playgrounds, and ample parking to ensure a convenient and enjoyable experience for all visitors.

Welcome to Cedar Beach County Park, a scenic haven located at 425 Paradise Point Road in the charming town of Southold, New York. Nestled along the picturesque shores of Long Island, our park is a cherished destination for both locals and tourists seeking a serene escape into nature. Cedar Beach County Park offers a perfect blend of natural beauty and recreational activities. Visitors can enjoy a leisurely stroll along our well-maintained trails, take in the breathtaking views of the coastline, or relax on the sandy beach. The park is a haven for birdwatchers and nature enthusiasts, with its diverse wildlife and lush landscapes providing ample opportunities for exploration and discovery.

Welcome to Cedar Beach Point, a hidden gem nestled in the heart of Southold, New York. Located at 425 Paradise Point Road, our enchanting tourist attraction offers a perfect escape into nature's embrace. Cedar Beach Point is renowned for its breathtaking views, serene landscapes, and tranquil atmosphere, making it an ideal destination for both relaxation and adventure. Explore our pristine sandy beaches, where the gentle waves of the Long Island Sound create a soothing soundtrack to your visit. Whether you're looking to sunbathe, take a leisurely stroll, or enjoy a family picnic, our beach provides a picturesque setting for all your outdoor activities.

Welcome to Peconic Bay Yacht Club, a premier destination nestled in the heart of the picturesque North Fork of Long Island. Located at 64300 Main Road, Southold, New York, our exclusive yacht club offers a serene and luxurious escape for boating enthusiasts and those seeking a tranquil waterfront experience. At Peconic Bay Yacht Club, we pride ourselves on providing top-notch amenities and services that cater to both our members and visitors. Our state-of-the-art marina is equipped to accommodate a variety of vessels, ensuring a seamless docking experience with easy access to the pristine waters of the Peconic Bay.

Welcome to The North Fork Yoga Shala, your serene escape for holistic wellness nestled in the heart of Long Island's North Fork. Since opening the first yoga studio in the area in April 2000, Claire Copersino and her team have been passionately committed to offering the community unparalleled yoga experiences. Our dedication to quality is reflected in our diverse range of yoga classes, workshops, and international retreats, all led by highly trained instructors who are masters of their craft. Our classes are held year-round in three stunning locations that beautifully capture the essence of the North Fork. Experience tranquility on the waterfront at Port of Egypt Marine in Southold, enjoy the airy and light-filled Parish Hall at Holy Trinity Church in Greenport, or immerse yourself in nature at Meadowlark Winery in Cutchogue. During the warmer months, join us at Sep’s Farm in East Marion, where we practice in a well-ventilated hoop house, or on the majestic rooftop of The Menhaden Hotel in Greenport.

Explore the Natural Beauty of Ruth Oliva Preserve at Dam Pond Welcome to the Ruth Oliva Preserve at Dam Pond, a breathtaking park and tourist attraction nestled at 10580 New York 25, East Marion, New York. This serene preserve offers a stunning natural escape throughout the year, even during the tranquil winter months. Whether you're an avid birdwatcher or simply seeking a refreshing walk, Ruth Oliva Preserve promises a delightful experience.

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 White Blossom House Inn, a charming retreat nestled in the heart of Southold, New York. Located at 695 Pine Neck Road, our delightful inn offers a serene escape from the hustle and bustle of everyday life. Whether you're seeking a romantic getaway, a peaceful weekend, or a base for exploring the beautiful North Fork of Long Island, White Blossom House Inn provides the perfect setting. Our inn features elegantly appointed rooms that blend classic charm with modern comforts. Each room is thoughtfully designed to ensure a restful and rejuvenating stay, complete with plush bedding, private bathrooms, and complimentary Wi-Fi. Guests can enjoy a leisurely breakfast in our inviting dining area or unwind in our lush garden, which offers a tranquil space to relax and reflect.

Welcome to Southampton Village Motel Nestled in the heart of Southampton, New York, Southampton Village Motel offers a quintessential Hamptons experience, blending timeless elegance with modern luxury. Located at 315 New York 27A, our newly renovated motel provides the perfect retreat for those seeking a serene and exclusive getaway.