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Stirling House Bed & Breakfast

3.0 star property

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.
Interior
Exterior
A bedroom with a large mirror, a bed with white bedding, a bedside table with a lamp, and a decorative vase.
Exterior detail

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Parking included
  • Free Wi-Fi
  • Air-conditioning
  • Bar
  • Housekeeping

Explore the area

View map
104 Bay Avenue, Greenport, NY, 11944
  • Place, Greenport Harbor Brewing Company
    ‪3 min walk‬
  • Place, Greenport Carousel
    ‪6 min walk‬
  • Place, Railroad Museum of Long Island
    ‪14 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

  • 19 sq m
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

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 Wi-Fi

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 Wi-Fi

About the area

Greenport

At Stirling House Bed & Breakfast you'll be within just a 15-minute stroll of East End Seaport Maritime Museum and Railroad Museum of Long Island. Highlights at this B&B include free breakfast, a nearby private beach and free self-parking. .At the bed & breakfast's own lounge bar, you can stop for a drink. Added amenities include free Wi-Fi in public areas and a snack bar/deli. Free full breakfast is available. There's also the convenience of free parking nearby. .With a stay at this 3-property class Greenport B&B, you'll be 1.9 km (1.2 mi) from Kontokosta Winery and 3 km (1.9 mi) 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 - 0.3 km
  • Greenport Carousel - 6 min walk - 0.6 km
  • East End Seaport Maritime Museum - 11 min walk - 1.0 km
  • Railroad Museum of Long Island - 14 min walk - 1.2 km
  • Kontokosta Winery - 2 min drive - 1.8 km

Getting around

  • Greenport Station - 10 min walk
  • Islip, NY (ISP-MacArthur) - 74 min drive

Restaurants

  • ‪First And South - ‬5 min walk
  • ‪Goldberg’s Famous Bagels - ‬9 min walk
  • ‪1943 Pizza Bar - ‬3 min walk
  • ‪Noah's - ‬7 min walk
  • ‪Lucharitos - ‬6 min walk

About this property

Stirling House Bed & Breakfast

A private beach is featured. There's a snack bar/deli on site. You can enjoy a drink at the bar/lounge. Free breakfast is available. Public spaces have free WiFi.

A terrace, a vending machine, and tour/ticket assistance are also featured at Stirling House Bed & Breakfast. Self parking is free.

This 3-star Greenport bed & breakfast is smoke free.

  • 1 building
  • 3 guestrooms or units
  • 2 levels
  • Built in 1880
  • Full breakfast (free)
  • Deli
  • Front desk (limited hours)
  • Express check-in
  • Express check-out
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Terrace
  • Garden
  • Newspapers in lobby (free)
  • Fireplace in lobby
  • No smoking on site
  • Bar or lounge
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 hairdryers. Guests can surf the web using complimentary wireless Internet access. Additionally, rooms include minibars and free newspapers. Housekeeping is provided on a daily basis.

Similar properties

Lobby lounge
The Harbor Front Inn
Greenport
  • Pool
  • Breakfast included
  • Pet-friendly
  • Free Wi-Fi
4.4 out of 5, Excellent, 620 reviews
The price is AU$726
includes taxes & fees
7 July - 8 July
The Harbor Front Inn

Property amenities

Internet

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

Parking and transport

  • Free offsite parking
  • Free self parking on site
  • Limited on-site 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

  • Designer toiletries
  • Dressing gowns
  • 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 and check-out are available
Express check-in available
Minimum check-in age - 18

Check-out

Check-out before 11 AM
Contactless check-out
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

  • No pets 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.
  • Cots (infant beds) are not available.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts Visa, Mastercard, American Express and Discover. Cash is not accepted. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit in all accommodation. Cashless payment methods are available for all transactions.

We should mention

  • Children 13 years old and younger aren't allowed 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

What is the cancellation policy at Stirling House Bed & Breakfast?

Stirling House Bed & Breakfast offers free cancellation on select room rates. Check out the cancellation policy for more info.

Is parking available at Stirling House Bed & Breakfast?

Yep, Stirling House Bed & Breakfast has a free self car park.

Are there any beaches close to Stirling House Bed & Breakfast?

The closest beach to Stirling House Bed & Breakfast is The Hamptons Beaches (20.4 km).

What makes Stirling House Bed & Breakfast a romantic place to stay?

A lounge bar, plus premium bedding in the guestrooms, help set the scene for a romantic weekend at Stirling House Bed & Breakfast.

Does Stirling House Bed & Breakfast serve breakfast?

You bet, complimentary full brekkie is offered at Stirling House Bed & Breakfast.

Is there a free airport shuttle available at Stirling House Bed & Breakfast?

No, Stirling House Bed & Breakfast does not offer an airport shuttle service.

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

Check-in begins at 4 PM. Check-out time is 11 AM.

Are pets allowed at Stirling House Bed & Breakfast?

No, pets are not allowed.

Stirling House Bed & Breakfast Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 22 out of 26 reviews
Rating 8 - Good. 4 out of 26 reviews
Rating 6 - Okay. 0 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 reviews

10/10

Cleanliness

10/10

Staff & service

9.8/10

Amenities

9.6/10

Property conditions & facilities

Reviews

Verified

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

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

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

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

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

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

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

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

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

10/10 Excellent

Verified traveller

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

10/10 Excellent

Verified traveller

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

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

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

8/10 Good

Jonathan

Stayed 2 nights in Jun 2024
Verified

8/10 Good

Verified traveller

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

10/10 Excellent

Paula

Stayed 3 nights in Jul 2023
Verified

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

10/10 Excellent

Diana

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

10/10 Excellent

Deborah

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

10/10 Excellent

Michael

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

10/10 Excellent

Henry

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

10/10 Excellent

Verified traveller

Stayed 1 night in Mar 2019
Verified

10/10 Excellent

Iwona

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

10/10 Excellent

Verified traveller

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