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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. - Stirling House Bed & Breakfast (Greenport)
A two-story house with a porch and a small garden. - Stirling House Bed & Breakfast (Greenport)
A sign for 'Stirling House Bed & Breakfast' surrounded by vibrant flowers. - Stirling House Bed & Breakfast (Greenport)
A bedroom with a large mirror, a bed with white bedding, a bedside table with a lamp, and a decorative vase. - Stirling House Bed & Breakfast (Greenport)
A grand piano in a room with a large window, a chandelier, and various plants. - Stirling House Bed & Breakfast (Greenport)
Located close to East End Seaport Maritime Museum and Railroad Museum of Long Island, 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.

Reviews

9.8 out of 10
Exceptional

Popular amenities

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

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

  • 19 sq m
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

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
  • 15 sq m
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

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
  • 21 sq m
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

About the neighborhood

Located in Greenport, Stirling House Bed & Breakfast is on the waterfront. East End Seaport Maritime Museum and Railroad Museum of Long Island are cultural highlights, and some of the area's activities can be experienced at Kontokosta Winery and Island's End Golf and Country Club. Greenport Carousel and Norman E. Klipp Marine Park are also worth visiting. Visit our Greenport travel guide
View more B&B in Greenport
Map
104 Bay Avenue, Greenport, NY, 11944

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
  • Goldberg’s Famous Bagels
    9 min walk
  • Lucharitos
    6 min walk
  • Aldo's
    6 min walk
  • Noah's
    7 min walk

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  • Pool
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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

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

Frequently asked questions

Is Stirling House Bed & Breakfast pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Self parking is free at this property.

What time is check-in at Stirling House Bed & Breakfast?

Check-in start time: 4 PM; Check-in end time: 6 PM.

What time is check-out at Stirling House Bed & Breakfast?

Check-out is at 11 AM.

Where is Stirling House Bed & Breakfast located?

Situated on the waterfront, this bed & breakfast is within a 15-minute walk of East End Seaport Maritime Museum and Railroad Museum of Long Island. Kontokosta Winery and Island's End Golf and Country Club are also within 2 mi (3 km). Greenport Station is 10 minutes by foot.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Stirling House Bed & Breakfast Reviews

9.8

Exceptional

10

Cleanliness

10

Location

10

Staff & service

9.6

Property conditions & facilities
Rating 10 - Excellent. 23 out of 27 reviews
Rating 8 - Good. 4 out of 27 reviews
Rating 6 - Okay. 0 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

Reviews

Verified review

10/10 Excellent

Ecaterini

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

Pat

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

Nancy

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

Adam

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

steve

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

Janet

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

Frederick

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

Gloria

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

Karen

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

James

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

Howard

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

Verified traveler

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

Verified traveler

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

Fran A

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

Thomas

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

Iwona

Stayed 2 nights in Jul 2026
Verified review

8/10 Good

Jonathan

Stayed 2 nights in Jun 2024
Verified review

8/10 Good

Verified traveler

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

10/10 Excellent

Paula

Stayed 3 nights in Jul 2023
Verified review

10/10 Excellent

Kathleen

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

Diana

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

10/10 Excellent

Deborah

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

10/10 Excellent

Michael

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

10/10 Excellent

Henry

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

10/10 Excellent

Verified traveler

Stayed 1 night in Mar 2019