Title: Stirling House Bed & Breakfast - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Stirling House Bed & Breakfast Travelers can sip wine at sunset before warming up by the lobby fireplace, then explore local maritime history or pedal through Greenport on rented bicycles ## Photo gallery for Stirling House Bed & Breakfast ![Outdoor dining - Stirling House Bed & Breakfast (Greenport)](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/382fd5ec.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Stirling House Bed & Breakfast (Greenport)](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/8d30d692.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Room, 1 King Bed - Stirling House Bed & Breakfast (Greenport)](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/1341b046.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Stirling House Bed & Breakfast (Greenport)](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/354d428b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior detail - Stirling House Bed & Breakfast (Greenport)](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/0ec625aa.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Stirling House B&B, near Kontokosta Winery, offers a welcoming retreat with free full breakfast and a cozy bar. Enjoy in-room WiFi and a fireside lobby. East End Seaport Maritime Museum and Railroad Museum of Long Island are easily accessible with rental bikes. ## Reviews 9.8 Exceptional ## Popular amenities - Parking included - Free WiFi - Air conditioning - Bar - Housekeeping ## Room options ### Check availability for these dates Tonight [Jan. 7 - Jan. 8](https://www.expedia.ca/Hotel-Search?startDate=2026-01-07&endDate=2026-01-08&selected=1771009&PinnedHotelID=1771009&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-07&endDate=2026-01-08&selected=1771009&PinnedHotelID=1771009&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Jan. 8 - Jan. 9](https://www.expedia.ca/Hotel-Search?startDate=2026-01-08&endDate=2026-01-09&selected=1771009&PinnedHotelID=1771009&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-08&endDate=2026-01-09&selected=1771009&PinnedHotelID=1771009&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Jan. 9 - Jan. 11](https://www.expedia.ca/Hotel-Search?startDate=2026-01-09&endDate=2026-01-11&selected=1771009&PinnedHotelID=1771009&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-09&endDate=2026-01-11&selected=1771009&PinnedHotelID=1771009&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Jan. 16 - Jan. 18](https://www.expedia.ca/Hotel-Search?startDate=2026-01-16&endDate=2026-01-18&selected=1771009&PinnedHotelID=1771009&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-16&endDate=2026-01-18&selected=1771009&PinnedHotelID=1771009&HadPinnedHotel=true®ionId=-1&adults=2) ### View all photos for Suite, 1 Queen Bed ![Suite, 1 Queen Bed | View from room](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/6626d05b.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Suite, 1 Queen Bed ### Highlights Separate sitting area Soundproofed Fireplace Air conditioning Flat-screen TV Ceiling fan Premium bedding Sofa bed - double - 205 sq ft - Sleeps 2 - 1 Queen Bed ### View all photos for Room, 1 King Bed ![Room, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/de831e02.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Room, 1 King Bed 9.0 Wonderful 2 reviews ### Highlights Soundproofed Fireplace Air conditioning Flat-screen TV Ceiling fan Premium bedding Bathrobes Hair dryer - 161 sq ft - Sea view - Sleeps 2 - 1 King Bed ### View all photos for Room, 1 King Bed ![Room, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/da8709f5.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Room, 1 King Bed 10.0 Exceptional 2 reviews ### Highlights Soundproofed Fireplace Air conditioning Flat-screen TV Ceiling fan Premium bedding Bathrobes Hair dryer - 226 sq ft - Sea view - Sleeps 2 - 1 King Bed ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. 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[Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FGreenport-Hotels-Stirling-House-Bed-Breakfast.h1771009.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FGreenport-Hotels-Stirling-House-Bed-Breakfast.h1771009.Hotel-Information) ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C41.10476%2C-72.35673&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=Ixr87rW1ipLAMJKZRMu2PrBsnCI=) 104 Bay Avenue, Greenport, NY, 11944 #### What's nearby - Greenport Harbor Brewing Company \- 3 min walk \- 0.3 km - Greenport Carousel \- 6 min walk \- 0.6 km - Eastern Long Island Hospital \- 13 min walk \- 1.1 km - Railroad Museum of Long Island \- 13 min walk \- 1.1 km - Kontokosta Winery \- 2 min drive \- 1.8 km #### Getting around - Greenport Station - 11 min walk - MacArthur Airport (ISP) - 69 min drive #### Restaurants - ‪Claudios Clam Bar - ‬7 min walk - ‪Aldo's - ‬6 min walk - ‪First And South - ‬5 min walk - ‪Lucharitos - ‬6 min walk - ‪Green Hill Kitchen - ‬6 min walk ## About this property ### Stirling House Bed & Breakfast Bed & breakfast near East End Seaport Maritime Museum Located close to Railroad Museum of Long Island and Kontokosta Winery, Stirling House Bed & Breakfast provides free full breakfast, a terrace, and a garden. Stay connected with free in-room WiFi, and guests can find other amenities such as a fireplace in the lobby and a bar. You'll also enjoy the following perks during your stay: - Free self parking - Bike rentals, express check-out, and express check-in - Concierge services, tour/ticket assistance, and luggage storage Room features All guestrooms at Stirling House Bed & Breakfast have comforts such as fireplaces and premium bedding, as well as thoughtful touches like air conditioning and bathrobes. Extra amenities include: - Designer toiletries and hair dryers - Flat-screen TVs with premium channels and DVD players - Wardrobes/closets, cookware/dishes/utensils, and electric kettles ## Similar properties ![Interior](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/242d28e0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Vine & Sand Southold - Pool - Breakfast included - Parking included - Free WiFi 9.6 Exceptional 13 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-21&endDate=2026-01-22&selected=96718085&PinnedHotelID=96718085&HadPinnedHotel=true®ionId=-1&adults=2) ![Living area](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/d47a17b9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Harbor Knoll Bed & Breakfast Pipes Cove - Pool - Parking included - Free WiFi - Business services 9.2 Wonderful 12 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-21&endDate=2026-01-22&selected=22804880&PinnedHotelID=22804880&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/81e91eb2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### American Beech Hotel Greenport - 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Available in all rooms: Free WiFi - Available in some public areas: Free WiFi ### Parking and transportation - Free offsite parking - Free self parking on site - Limited onsite self parking ### Food and drink - Free full breakfast - A bar/lounge - Snack bar/deli ### Things to do - Bicycle rentals ### Conveniences - Free newspapers in lobby - Limited-hour front desk - Luggage storage - Vending machine ### Guest services - Concierge services - Housekeeping (daily) - Tour and ticket assistance ### Outdoors - Garden - On the bay - Terrace ### More - 1 building - 2 floors - Built in 1880 - Fireplace in lobby - Smoking not allowed ## Room amenities ### Bedroom - Premium bedding ### Bathroom - Bathrobes - Designer toiletries - Hair dryer - Towels provided ### Entertainment - DVD player - Flat-screen TV with premium cable channels - iPod dock ### Food and drink - Cookware, dishware, and utensils - Electric kettle - Minibar ### More - Air conditioning (climate-controlled) - Ceiling fan - Fireplace - Free daily newspapers - Iron/ironing board - Soundproofed rooms ## Policies ### Check-in Check-in start time: 4 PM; Check-in end time: 6 PM Contactless check-in available Express check-in available Minimum check-in age: 18 ### Check-out Check-out before 11 AM Contactless check-out available Express check-out available ### Special check-in instructions Front desk staffed during limited hours Information provided by the property may be translated using automated translation tools ### Access methods Front desk (limited hours) ### Pets Pets not allowed ### Children and extra beds Children 13 and younger are not allowed at this property; All guests older than 13 are welcome Rollaway/extra beds are not available Cribs (infant beds) are not available ### Property payment types ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed This property accepts credit cards; cash is not accepted Cashless transactions are available Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit ### We should mention Children 13 years old and younger are not permitted at this property ### Property is also known as House Stirling Stirling House Stirling House B&B Stirling House B&B Greenport Stirling House Greenport Stirling House Bed And Breakfast Greenport, NY - Long Island Stirling House Hotel Greenport Stirling House Bed & Breakfast Greenport Stirling House Bed & Breakfast Stirling House & Greenport Stirling House Bed & Breakfast Greenport Stirling House Bed & Breakfast Bed & breakfast Stirling House Bed & Breakfast Bed & breakfast Greenport ## Frequently asked questions ### Is Stirling House Bed & Breakfast pet-friendly? ### How much does it cost to stay at Stirling House Bed & Breakfast? ### How much is parking? ### What time is check-in at Stirling House Bed & Breakfast? ### What time is check-out at Stirling House Bed & Breakfast? ### Where is Stirling House Bed & Breakfast located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Reviews ## Stirling House Bed & Breakfast Reviews 9.8 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 9.8 Cleanliness ### 10 Location ### 10 Staff & service ### 9.6 Eco-friendliness ### 9.6 Property conditions & facilities 10 - Excellent 20 8 - Good 4 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ## Reviews ### 10/10 Excellent #### Adam Aug 26, 2025 Liked: Cleanliness, staff & service, property conditions & facilities Our stay was only 2 nights but felt like 5\. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top ! ##### Adam Stayed 2 nights in Aug 2025 ### 10/10 Excellent #### Nancy Feb 23, 2025 Liked: Cleanliness, staff & service, property conditions & facilities Very comfortable king size bed. Excellent gourmet breakfast, discreet host. Older house, but all the comforts. Absolutely every need provided for. ##### Nancy Stayed 2 nights in Feb 2025 ### 10/10 Excellent #### steve Aug 21, 2023 Liked: Cleanliness, staff & service, amenities, property conditions & facilities This was a great place to stay with old word charm. If you are looking for a quiet getaway with a beautiful view of the ocean this is it. The breakfast that we had were much better that what you could get in town. My wife and I can't wait to go back. ##### steve Stayed 2 nights in Aug 2023 ### 10/10 Excellent #### Janet Mar 13, 2023 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Clay was the perfect host. Friendly and very helpful. And an amazing baker! Our breakfast was outstanding. Our room was very cozy and had a great view. We really enjoyed our stay. ##### Janet Stayed 1 night in Mar 2023 ### 10/10 Excellent #### Frederick, Centennial Feb 28, 2023 Liked: Cleanliness, staff & service, amenities Wonderful old property across street from the water. Breakfast was amazing. However, due to the age of the property, there are certain aspects that are acceptable but not optimal. However the property scores a 10 on quaint. ##### Frederick Stayed 1 night in Feb 2023 ### 10/10 Excellent #### Gloria May 7, 2023 Liked: Staff & service, amenities, property conditions & facilities We booked this property to celebrate our 17th anniversary for an 1 night night getaway. Upon check in we were greeted with the most delicious homemade cupcakes with our name on it and warmly welcomed by Clay, the property host. We parked right in front, and walked to various bars and restaurants so it was so convenient and vibrant and didn’t have to worry about driving. On the way back we saw the most amazing moonset on the water (the property is basically on the water separated by a street), there’s a dock you can walk out to. Clay cooked us the best farm to table breakfast, it was so delicious, he really takes the time and effort to make everything perfect. We will definitely stay here again! ##### Gloria Stayed 1 night in May 2023 ### 10/10 Excellent #### Karen Jan 9, 2022 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Loved our stay at Stirling House. Room very clean and comfortable. Beautiful views of waterfront. Breakfast was Delicious! Great place to stay if enjoying the North Fork Wineries!! ##### Karen Stayed 1 night in Jan 2022 ### 10/10 Excellent #### James Nov 7, 2021 Liked: Cleanliness, staff & service, amenities, property conditions & facilities The Stirling house had such incredible charm and ambiance. The owner, Clay, could not be more of a gentleman. Extremely welcoming, kind and accommodating. There is nothing that could have been done to make this trip better. Top notch! A ##### James Stayed 1 night in Nov 2021 ### 8/10 Good #### Howard Aug 20, 2021 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort Great location Very quiet Superb breakfast included ##### Howard Stayed 2 nights in Aug 2021 ### 10/10 Excellent #### Verified traveller Aug 20, 2019 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Great property and wonderful host. I would go there again. ##### Verified traveller Stayed 2 nights in Aug 2019 ### 10/10 Excellent #### Verified traveller Mar 19, 2019 Liked: Cleanliness, staff & service, property conditions & facilities Our host was incredibly nice and accomodating, especially with breakfast, which we needed at a different time than normally scheduled. Our room was very nice and clean. Our only “complaints” would be that you tend to hear everything (voices, TV, talking) from the next room and that the bed was very firm so I had a painful time sleeping on it. That being said, we realize the house is very old (the next room neighbors kept the noise level down at the appropriate time in the evening) and some people may prefer a firmer mattress. It was walking distance to shopping and eating in warmer weather and overall a very pleasant experience! ##### Verified traveller Stayed 1 night in Mar 2019 ### 10/10 Excellent #### Fran A Aug 8, 2018 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### Delightful B&B in Greenport. What a delightful B&B! Clay couldn't be more helpful. He's a great cook and has done a fabulous job appointing the house. It's great to stay somewhere you can be comfortable in and not overwhelmed by! I was in Suffolk on business and decided to extend my stay. This was the perfect choice! ##### Fran A Stayed 2 nights in Aug 2018 ### 8/10 Good #### Thomas May 1, 2017 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### Sterling House Very nice B&B - owner was very nice and accommodating. I am not a B&B type and I liked it. ##### Thomas ### 8/10 Good #### Jonathan Jun 28, 2024 ##### Jonathan Stayed 2 nights in Jun 2024 ### 8/10 Good #### Verified traveller Aug 3, 2023 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort ##### Verified traveller Stayed 2 nights in Jul 2023 ### 10/10 Excellent #### Paula Jul 9, 2023 ##### Paula Stayed 3 nights in Jul 2023 ### 10/10 Excellent #### Kathleen Sep 11, 2022 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### The best B&B we have ever stayed at. ##### Kathleen Stayed 2 nights in Sep 2022 ### 10/10 Excellent #### Diana Dec 5, 2021 Liked: Cleanliness, staff & service, amenities, property conditions & facilities ##### Diana Stayed 1 night in Dec 2021 ### 10/10 Excellent #### Deborah Apr 7, 2021 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort ##### Deborah Stayed 2 nights in Apr 2021 ### 10/10 Excellent #### Michael Sep 2, 2020 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort ##### Michael Stayed 2 nights in Aug 2020 ### 10/10 Excellent #### Henry Feb 2, 2020 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort ##### Henry Stayed 1 night in Feb 2020 ### 10/10 Excellent #### Verified traveller Mar 19, 2019 ##### Verified traveller Stayed 1 night in Mar 2019 ### 10/10 Excellent #### Iwona Jul 31, 2018 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort ##### Iwona Stayed 1 night in Jul 2018 ### 10/10 Excellent #### Verified traveller Jun 5, 2018 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort ##### Verified traveller Stayed 1 night in May 2018 ## Expedia's Latest Trends ### Hotels > [Golden Arrow Lakeside Resort](https://www.expedia.ca/Lake-Placid-Hotels-Golden-Arrow-Lakeside-Resort.h3164.Hotel-Information) > > [The Lake House on Canandaigua](https://www.expedia.ca/Canandaigua-Hotels-The-Lake-House-On-Canandaigua.h49087717.Hotel-Information) > > [Hampton Inn & Suites Lake Placid](https://www.expedia.ca/Lake-Placid-Hotels-Hampton-Inn-Suites-Lake-Placid.h6257605.Hotel-Information) > > [Six Flags Great Escape Lodge & Indoor Waterpark](https://www.expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) > > [Duck Lake Campground](https://www.expedia.ca/Syracuse-Hotels-Duck-Lake-Campground.h12599916.Hotel-Information) > > [1000 Islands Harbor Hotel](https://www.expedia.ca/Clayton-Hotels-1000-Islands-Harbor-Hotel.h7484927.Hotel-Information) > > [Holiday Inn Resort Lake George - 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