Stirling House Bed & Breakfast

Greenport Village's premiere North Fork Bed and Breakfast fronts Greenport Harbor and Shelter Island and is located in the heart of Greenport Village's historic district. This premium B&B blends old world charm with new world state of the art Hamptons luxury. Whether you are visiting Long Island Wine Country or simply escaping New York City for a getaway, the Stirling House is the perfect choice. Europeans choose Greenport and the Stirling House to decompress on holiday...et nous parlons francais aussi. No car? No worries! We have the Long Island Railroad and our New York City "Hampton Jitney" express luxury bus terminals right in Greenport and just a short walk from the house. The Stirling House is the perfect alternative to a large hotel or a b&b in the Hamptons.

Once you see the harbor from the wraparound front porch and our guest rooms (each with ensuite private bath) and once you relax in the available whirlpool tub or unwind with the New York Times in front of the fireplace, you'll think of The Stirling House first for Greenport Village and wine country accommodations. We are the longest running, continuously owned Greenport b&b for a reason...you!

Coastal Living Magazine's Top 10 Pick for "Best Places to Stay in Wine Countries of North America"
and Tripadvisor's #1 and highest rated B&B in Greenport/Hamptons

"...With all the eating, drinking and adventure to be had, comfortable lodging is thankfully,
close at hand. In Greenport, get in a 19th-century state of mind at the waterfront Stirling House B & B,
where the sounds of lapping waves and softly flapping sails lull you to sleep". ~ Wine Enthusiast Magazine

Celebrate your visit to Long Island's Wine Country with a premium North Fork wine! The Stirling House is licensed to serve our guests wine on premises. We can customize a wine package to meet your needs. Let us help you 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 inn. Dine on fresh, bold contemporary cuisine from any of our award winning area restaurants.

Breakfast is one of the highlights of your stay at The Stirling House B&B. Our full breakfast menu is created by our chef, Clayton, who recently received additional training at The French Culinary Institute in Manhattan. His "Stirling House Dutch Pancake" recipe was recently featured in Project Foodie. Request one for breakfast!

Easily reachable from New York City, via the Hampton Jitney or LIRR, The Stirling House embraces its automobile-free, environmentally friendly guests, where your comfort is our only concern.

Open year-round, our attention to detail and pampering of 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, the Stirling House will strive to make your stay an outstanding experience.