The 30 Best Book vacations in Southold, New York

The Southold Beach Motel is a charming lodging option located at 53250 North Road in Southold, New York. Situated in a picturesque coastal town, this motel offers comfortable accommodations for guests looking to relax and unwind by the beach. With easy access to the shoreline and nearby attractions, the Southold Beach Motel is the perfect destination for a peaceful getaway. Enjoy a cozy stay in this quaint motel surrounded by the beauty of the North Fork region of Long Island.

Maverick Fly is a premier travel agency located at 55 Old Shipyard Lane in Southold, New York, United States. Specializing in personalized travel experiences, Maverick Fly offers a wide range of services including flight bookings, hotel reservations, vacation packages, and more. With a team of experienced travel experts, Maverick Fly is dedicated to helping clients create unforgettable travel memories. Whether you're planning a relaxing beach getaway or an adventurous expedition, Maverick Fly is your go-to destination for all your travel needs. Visit us today and let us help you plan your next dream vacation.

Welcome to Brick Cove Marina, the premier destination for boaters and families on the North Fork of Long Island. Located at 1760 Sage Boulevard, Southold, New York, our marina offers a perfect blend of relaxation and adventure, accommodating 138 boats up to 60 feet. With exclusive access to the picturesque Peconic Bay and breathtaking beachfront views of Shelter Island, Brick Cove Marina ensures an unforgettable boating experience. Our slip holders enjoy numerous amenities, including shore power, fresh water, a private grilling area, and a state-of-the-art multisport court for pickleball, basketball, or tennis. While court time is complimentary for slip holders, it is also available for reservation by the general public.

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.

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.