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Stirling House Bed & Breakfast

3.0 star property
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

Choose dates to view prices

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 out of 10
Exceptional

Popular amenities

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

Room options

View all photos for Suite, 1 Queen Bed

Suite, 1 Queen Bed | View from room

Suite, 1 Queen Bed

Highlights

Separate sitting area
Soundproofed
Fireplace
Air conditioning
Flat-screen TV
Sofa bed
Ceiling fan
Premium bedding
  • 205 sq ft
  • Sleeps 2
  • 1 Queen Bed

View all photos for Room, 1 King Bed

Room, 1 King Bed | Premium bedding, minibar, soundproofing, iron/ironing board

Room, 1 King Bed

9.0 out of 10
Wonderful
(2 reviews)

Highlights

Soundproofed
Fireplace
Air conditioning
Flat-screen TV
Premium bedding
Ceiling fan
Designer toiletries
Bathrobes
  • Sea view
  • 161 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 1 King Bed

Room, 1 King Bed | Premium bedding, minibar, soundproofing, iron/ironing board

Room, 1 King Bed

10.0 out of 10
Exceptional
(2 reviews)

Highlights

Soundproofed
Fireplace
Air conditioning
Flat-screen TV
Premium bedding
Ceiling fan
Designer toiletries
Bathrobes
  • Sea view
  • 226 sq ft
  • Sleeps 2
  • 1 King Bed
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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 - 0.3 km
  • Greenport Carousel
    6 min walk - 0.6 km
  • East End Seaport Maritime Museum
    10 min walk - 0.8 km
  • Railroad Museum of Long Island
    13 min walk - 1.1 km
  • Kontokosta Winery
    2 min drive - 1.8 km

Getting around

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

Restaurants

  • Claudios Clam Bar
    7 min walk
  • Porto Bello
    3 min drive
  • First And South
    5 min walk
  • Aldo's
    6 min walk
  • Noah's
    7 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
  • Tour/ticket assistance, luggage storage, and a vending machine
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

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NT$5,775 total
includes taxes & fees
Mar 22 - Mar 23
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Property amenities

Internet

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

Parking and transportation

  • Free offsite parking
  • Free self parking on site

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?

No, pets are not allowed at this property.

How much is parking?

Self parking is free at this property; nearby parking is also free.

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 3 mi (5 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

9.8

Cleanliness

10

Location

10

Staff & service

9.6

Property conditions & facilities
Rating 10 - Excellent. 20 out of 24 reviews
Rating 8 - Good. 4 out of 24 reviews
Rating 6 - Okay. 0 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

Reviews

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

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

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

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

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

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

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

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

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

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

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

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

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.

8/10 Good

Jonathan

Stayed 2 nights in Jun 2024

8/10 Good

Verified traveler

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

10/10 Excellent

Paula

Stayed 3 nights in Jul 2023

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

10/10 Excellent

Diana

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

10/10 Excellent

Deborah

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

10/10 Excellent

Michael

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

10/10 Excellent

Henry

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

10/10 Excellent

Verified traveler

Stayed 1 night in Mar 2019

10/10 Excellent

Iwona

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2018

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in May 2018