This was my third trip to Stirling House and I always feel like I am staying at the home of a friend or family member. Clay is the perfect host and very attentive to your every need. The breakfasts are always ample and delicious. The rooms and views are wonderful and Greenport is a great place to stay. From there... more

This pretty and comfortable Bed & Breakfast offered everything we needed and more. Spotlessly clean, and plenty of space, every detail was considered. Breakfasts were lovely on the porch with the view and heater (it was October on Long Island) and Clay (proprietor) was very helpful and always available. On Saturday evening we had complimentary wine and cheese-lovely! The location... more

Clay made stay comfortable and was most helpful with restaurant suggestions and reservations as well as information on the local winerys. Small inn with big heart. We will be back. Larry & Ellen more

We have stayed at the Sterling House twice, once in Feb.2009 and again early this month. Both times were great stays. We came back this summer because we wanted to do some bike riding which we obviously could not do in the winter. Clay the owner let us put the bikes in the garage overnight which was a great help.... more

Just 3 rooms in this charming B&B. Our room had a full view of the water. Lots of snacks were around all the time and the breakfast was bountiful and delicious. Perfect location for just a quiet stay, tour of wine country or a quick pop over to the much more populated Hamptons. more

The room we stayed in was very nice with a cozy parlor room that could be separated from the bedroom with a folding divider wall. The room was well appointed with french accents and it was the perfect place to relax and spend a romantic weekend. The breakfast each day was well done and the service was very efficient and... more

We just returned from our second stay at the Stirling House. We look forward to our third stay. Clay was very accomodating, never overbearing. The breakfasts were very special and the rooms very very clean and tasteful. We loved Long Island wine country as well. We look forward to returning. more

We had a wonderful stay at Sterling House. The entire place was very clean and updated. Clay made the most delicious breakfasts, the views are wonderful. Clay also provided great insight as to the local things to do and places to eat. the fresh cookies and tarts placed out for us at night were a great touch! more

My husband and I have been going to Greenport for getaway weekends the past four years. This year, my husband read the fabulous reviews for The Stirling House and we were lucky to be able to book the Shelter Island room. The Inn lived up to its fabulous reviews. The Inn was quaint, well decorated and immaculately kept. The Inn... more