We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
01/11/2017 02/11/2017
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}

    Stirling House Bed and Breakfast

    104 Bay Ave, Greenport, NY 11944-1404
    Lowest prices for your stay
    1 Nov 2 Nov
    Traveller (93)
    Room & Suite (33)
    Dining (16)
    • Excellent93%
    • Very good6%
    • Average1%
    • Poor0%
    • Terrible0%
    Travellers talk about
    “front porch” (37 reviews)
    “french roll” (14 reviews)
    “b b” (118 reviews)
    Free Wifi
    Free Parking
    Breakfast included
    Air Conditioning
    Non-Smoking Hotel
    3.0 Star Hotel
    All hotel details
    1 Nov2 Nov
    1 room, 2 adults, 0 children
    View all 0 deals
    Write a Review
    Reviews (261)
    Traveller rating
    Traveller type
    Time of year

    1 - 5 of 259 reviews

    Reviewed 1 week ago via mobile

    We arrived on a Sunday and were greeted by Clay, the owner. He showed us around and to our room we were the only guests that night. The room was very well furnished with unique pieces and clean. I believe it was the Greenport Room...More

    Thank Marianne A
    Reviewed 3 weeks ago via mobile

    I am reluctant to rate this wonderful B&B as exceptional because it might make getting future reservations harder, but this is one not to be missed. Clay is the most considerate host we've ever met, even making gluten free breakfasts and snacks for my wife....More

    Thank rogerc1313
    Reviewed 4 weeks ago

    We stayed there 2 nights mid week in Late August 2017. I chose it based on the impressive reviews and this place was everything it was touted to be. Basically its a very quint house located on a quiet dead end street adjacent to the...More

    1  Thank buying68
    Reviewed 6 September 2017

    We recently made our second trip to Stirling House B&B - and it was as wonderful as the first time! Clay is a fantastic host, and his breakfasts are to die for! He also makes delicious homemade afternoon treats - his French Apple Turnovers were...More

    Thank ShiraG
    Reviewed 8 August 2017

    My husband and I can't say enough about the hospitality or the cleanliness of the house. Everything we wanted or needed was accommodated by Clay. My husband has dietary restrictions which Clay researched and provided him with the perfect and most unbelievable breakfasts. He is...More

    Thank Linda L
    The Duncan Inn
    106 reviews
    #1 of 1 hotels in Jamesport
    Jamesport Bay Suites
    48 reviews
    #1 of 1 hotels in South Jamesport
    The Blue Inn At North Fork
    193 reviews
    #1 of 1 hotels in East Marion
    Mattituck Motel
    26 reviews
    #1 of 1 hotels in Mattituck
    • Top amenities
    • Free Parking
    • Free High Speed Internet ( WiFi )
    • Breakfast included
    • Beachfront
    • Bar/Lounge
    • Hotel Amenities
    • Free Parking
    • Breakfast included
    • Concierge
    • Multilingual Staff
    • Room amenities
    • Air Conditioning
    • Things to do
    • Bar/Lounge
    • Price range
    • US$279 - US$460 (Based on Average Rates for a Standard Room)
    • Hotel class
    • Room types
    • Non-Smoking Rooms
    • Number of rooms
    • 3
    • Reservation Options
    • TripAdvisor is proud to partner with Hotels.com, Booking.com, Expedia, Orbitz, Travelocity, TripOnline SA, Hotwire and Priceline so you can book your Stirling House Bed and Breakfast reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday and business trips, always with the best discounts and special offers.
    • Location
    • United States >
    • New York >
    • Long Island >
    • North Fork >
    • Greenport
    • Also Known As
    • Stirling House b&b ,
    • Stirling House Hotel Greenport
    Add Photo Photos
    Traveller (93)
    Room & Suite (33)
    Dining (16)
    Hotel & Grounds (68)
    Bathroom (3)
    Business Centre & Event Rooms (1)
    Mattituck Motel
    26 reviews
    20.29 km away
    The Duncan Inn
    106 reviews
    26.25 km away
    Jamesport Bay Suites
    48 reviews
    26.36 km away
    The Blue Inn At North Fork
    193 reviews
    2.44 km away
    Nearby Restaurants
    195 reviews
    .37 km away
    The Frisky Oyster
    346 reviews
    .40 km away
    Salamander's On Front
    193 reviews
    .40 km away
    American Beech
    127 reviews
    .24 km away
    Nearby Attractions
    Antique Carousel
    92 reviews
    .51 km away
    Kontokosta Winery
    132 reviews
    1.37 km away
    Greenport Harbor Brewing Co.
    69 reviews
    .22 km away
    Fireboat Firefighter Museum
    24 reviews
    1.00 km away
    Ask a question
    Questions & Answers
    Carla S
    25 June 2017|
    Response from stirlinghouse | Property representative |
    Hello, We love pets, but are a pet-free inn.
    15 June 2016|
    Response from stirlinghouse | Property representative |
    Hi, we are located in Greenport Village on the North Fork (nofo). We are on the water, and face Shelter Island. It is an easy drive to the Hamptons, by way of Shelter Island. We are the new destination, though. The... More
    19 June 2015|
    Response from stirlinghouse | Property representative |
    Hi, we welcome kids 12 and over. Thanks for your inquiry..
    Room Tips
    "We stayed in the French room, it was a great size for the two of us. Very convenient and spacious."
    Read review
    "There a nice view from the Shelter Island room."
    Read review
    "Greenport room is quite nice"
    Read review
    "Beautiful and comfortable no matter what room you stay in."
    Read review
    Is This Your TripAdvisor Listing?
    Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing