Located in the heart of Greenport Village, the historic district's only waterview Bed and Breakfast offers its guests old world southern charm blended with new world luxuries in our richly appointed guest rooms. Discover our world class wineries and vineyards with a day of wine tasting or unwind on our wraparound porch and be mesmerized by the constantly changing water views of Shelter Island. Explore quaint shops, art galleries and museums, all just a few short steps from our resort. Dine on fresh, bold contemporary cuisine from any of our award winning area restaurants.

Only a short ride from New York City, but a world away...Stirling House Bed and Breakfast, where your comfort is our only concern. Open year-round, our attention to detail and pampering our guests have made our bed and breakfast a Long Island Wine Country favorite! Whether you bring or rent a bicycle and go cycling through our quaint streets or take to the water on one of our exclusive lighthouse cruises, Stirling House will pamper you and tend to your every need. We are located on a quiet street, centrally located in Greenport's historic district.