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Stirling House Bed & Breakfast

Property class: 3

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Photo gallery for Stirling House Bed & Breakfast

A table set with a glass of orange juice, a glass of white wine, and a dessert with whipped cream and berries.
A sign for 'Stirling House Bed & Breakfast' surrounded by vibrant flowers.
A grand piano in a room with a large window, a chandelier, and various plants.
A bedroom with a large mirror, a bed with white bedding, a bedside table with a lamp, and a decorative vase.
A two-story house with a porch and a small garden.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Parking included
  • Free WiFi
  • Air conditioning
  • Bar
  • Housekeeping

Explore the area

View in a map
104 Bay Avenue, Greenport, NY, 11944
  • Place, Greenport Harbor Brewing Company
    ‪3 min walk‬
  • Place, Greenport Carousel
    ‪6 min walk‬
  • Place, East End Seaport Maritime Museum
    ‪11 min walk‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪140 min drive‬

Room options

View all photos for Suite, 1 Queen Bed

A bedroom with a bed, a dresser, a chair, a rug, and a television.

Suite, 1 Queen Bed

  • 205 sq ft
  • Sleeps 2
  • 1 Queen Bed

View all photos for Room, 1 King Bed

A bedroom with a large bed, a ceiling fan, a radiator, and a window with curtains.

Room, 1 King Bed

9.0 out of 10
Wonderful
(2 reviews)
  • Sea view
  • 161 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 1 King Bed

A bedroom with a bed, a nightstand, a lamp, a radiator, and a ceiling fan.

Room, 1 King Bed

10.0 out of 10
Exceptional
(3 reviews)
  • Sea view
  • 226 sq ft
  • Sleeps 2
  • 1 King Bed

Similar properties

The entrance to The Harbor Front Inn with a double door and the address number 209.
The Harbor Front Inn
Greenport
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
4.5 out of 5, Wonderful, 674 reviews
$174 nightly
The price is $199
Nov 15 - Nov 16
Total with taxes and fees
The Harbor Front Inn

About the neighborhood

Greenport

Located in Greenport, Stirling House Bed & Breakfast is by the ocean, within a 15-minute walk of East End Seaport Maritime Museum and Railroad Museum of Long Island. .This bed & breakfast is 1.2 mi (1.9 km) from Kontokosta Winery and 2 mi (3.2 km) from Island's End Golf and Country Club.
View more B&B in GreenportOpens in a new window

What's nearby

  • Greenport Harbor Brewing Company - 3 min walk - 0.2 miles
  • Greenport Carousel - 6 min walk - 0.4 miles
  • East End Seaport Maritime Museum - 11 min walk - 0.6 miles
  • Railroad Museum of Long Island - 14 min walk - 0.8 miles
  • Kontokosta Winery - 2 min drive - 1.1 miles

Getting around

  • Greenport Station - 10 min walk
  • MacArthur Airport (ISP) - 74 min drive

Restaurants

  • ‪Claudio’s Waterfront - ‬7 min walk
  • ‪First And South - ‬5 min walk
  • ‪Aldo's - ‬6 min walk
  • ‪Goldberg’s Famous Bagels - ‬9 min walk
  • ‪Lucharitos - ‬6 min walk

About this property

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast offers 3 accommodations with fireplaces and DVD players. Beds feature premium bedding. Flat-screen televisions come with premium cable channels.

Bathrooms include bathrobes, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include minibars and complimentary newspapers. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.
Treat yourself to a stay in one of the 3 guestrooms, featuring fireplaces and flat-screen televisions. Cable programming and DVD players are provided for your entertainment, while complimentary wireless internet access keeps you connected. Conveniences include complimentary newspapers and minibars, and housekeeping is provided daily.
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional features at this bed & breakfast include concierge services, a fireplace in the lobby, and a vending machine.
Grab a bite from the snack bar/deli serving guests of Stirling House Bed & Breakfast. Quench your thirst with your favorite drink at the bar/lounge. A complimentary full breakfast is included.
Featured amenities include express check-out, complimentary newspapers in the lobby, and luggage storage. Free self parking is available onsite.
Guests are offered a complimentary full breakfast.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free uncovered self parking on site

Food and drink

  • Free full breakfast
  • A bar/lounge
  • Snack bar/deli

Conveniences

  • Free newspapers in lobby
  • Luggage storage
  • Vending machine

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Tour and ticket assistance

Outdoors

  • Garden
  • On the bay
  • Terrace

Accessibility

  • No elevator

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
Minimum check-in age: 18

Check-out

Check-out before 11 AM
Contactless check-out available
Express check-out available

Special check-in instructions

There is no front desk at this property
Guests must contact the property in advance for check-in instructions; your host will greet you
To make arrangements for check-in please contact the property at least 72 hours before arrival using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Host will greet you

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

  • American Express
  • Discover
  • Mastercard
  • Visa

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

This property does not have elevators
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

Stirling House Bed & Breakfast Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 24 out of 28 reviews
Rating 8 - Good. 4 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

9.6/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A must stay when in the area. Clay takes really good care of you! His pastries are amazing.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent host! Extremely helpful and accommodating. Outstanding breakfast.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

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.
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

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.
Stayed 1 night in Mar 2023
Verified review

10/10 Excellent

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.
Stayed 2 nights in Feb 2025
Verified review

10/10 Excellent

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 !
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

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.
Stayed 1 night in Feb 2023
Verified review

10/10 Excellent

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!
Stayed 1 night in May 2023
Verified review

10/10 Excellent

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!!
Stayed 1 night in Jan 2022
Verified review

10/10 Excellent

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
Stayed 1 night in Nov 2021
Verified review

8/10 Good

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great location Very quiet Superb breakfast included
Stayed 2 nights in Aug 2021
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great property and wonderful host. I would go there again.
Stayed 2 nights in Aug 2019
Verified review

10/10 Excellent

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!
Stayed 1 night in Mar 2019
Verified review

10/10 Excellent

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!
Stayed 2 nights in Aug 2018
Verified review

8/10 Good

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.
Verified review

10/10 Excellent

Stayed 2 nights in Jul 2026
Verified review

8/10 Good

Stayed 2 nights in Jun 2024
Verified review

8/10 Good

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

Stayed 3 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

The best B&B we have ever stayed at.

Stayed 2 nights in Sep 2022
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Dec 2021
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Apr 2021
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Aug 2020
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Feb 2020
Verified review

10/10 Excellent

Stayed 1 night in Mar 2019