Stirling House Bed & Breakfast

Bayside bed & breakfast with a nearby private beach and free breakfast

Choose dates to view prices

Where to?

Dates

July 2025

August 2025

Overview
Rooms
Location
Policies

Popular amenities

Bar
Housekeeping
Air conditioning
Parking included
Free WiFi

Explore the area

104 Bay Avenue, Greenport, NY, 11944

Railroad Museum of Long Island
‪13 min walk‬
Kontokosta Winery
‪2 min drive‬
67 Steps Beach
‪3 min drive‬
New Haven, CT (HVN-Tweed - New Haven Regional)

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Room options

Room, 1 King Bed

Wonderful

161 sq ft
Sea view
Sleeps 2
1 King Bed

Suite, 1 Queen Bed

205 sq ft
Sleeps 2
1 Queen Bed

Room, 1 King Bed

Exceptional

226 sq ft
Sea view
Sleeps 2
1 King Bed

About the neighborhood

Greenport

Stirling House Bed & Breakfast places you within a 15-minute stroll of popular sights such as East End Seaport Maritime Museum and Railroad Museum of Long Island. This 3-star bed & breakfast has 3 guestrooms and offers conveniences like free breakfast, a private beach, and free in-room WiFi.

View more B&B in Greenport

What's nearby

Greenport Carousel - 6 min walk - 0.4 miles
Eastern Long Island Hospital - 13 min walk - 0.7 miles
Railroad Museum of Long Island - 13 min walk - 0.7 miles
Kontokosta Winery - 2 min drive - 1.1 miles
67 Steps Beach - 3 min drive - 1.6 miles

Getting around

Greenport Station - 11 min walk
MacArthur Airport (ISP) - 69 min drive

Restaurants

‪Sterlington Deli - ‬10 min walk
‪Billy's By The Bay - ‬4 min drive
‪Lucharitos - ‬6 min walk
‪Aldo's - ‬6 min walk
‪Crazy Beans - ‬5 min walk

About this property

Stirling House Bed & Breakfast

Bayside bed & breakfast with a nearby private beach and free breakfast

A local mainstay since 1880, Stirling House Bed & Breakfast offers free WiFi in public areas, express check-in, and express check-out. If you plan to drive, free parking is available. Front-desk staff can assist with concierge services and luggage storage. Additional amenities include free newspapers, a terrace, and a fireplace in the lobby.

Guests can expect free WiFi and flat-screen TVs with cable channels and DVD players. Beds are dressed in premium bedding and bathrooms offer hair dryers and designer toiletries. Fireplaces, iPod docks, and minibars are also available.

The recreational activities listed below are available either on site or nearby; fees may apply.

Languages

English, French

Similar properties

Pool
Breakfast included
Pet friendly
Free WiFi

$423 nightly

Aug 11 - Aug 12

Total includes taxes and fees

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

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

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

Access methods

Front desk (limited hours)

Pets

This property doesn't allow pets

Children and extra beds

This property doesn't allow children 13 and younger (only guests older than 13 are allowed)

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

Check-in: 4 PM—-6 PM
Check-out: 11 AM
Minimum check-in age: 18

The front desk is available during limited hours, and checking in and out are easy with express services. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts credit cards. Cash is not accepted.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit.
Cashless payment methods are available for all transactions.

Additional information about polices, regulations, and more:

No cribs or infant beds are available.
No rollaway or extra beds are available.

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 free cancellation available at Stirling House Bed & Breakfast?

Stirling House Bed & Breakfast offers free cancellation on select room rates. If you'd like to learn more, look at the cancellation policy on our site.

What's there to see near Stirling House Bed & Breakfast?

Located steps from Greenport Harbor Brewing Company, this bed & breakfast is in Greenport, and within a 10-minute walk of Greenport Carousel and Greenport Farmers' Market. You'll also find Railroad Museum of Long Island and Camera Obscura less than a mile away.

Is there parking available at Stirling House Bed & Breakfast?

Yes, self parking is offered for free at the bed & breakfast.

Does Stirling House Bed & Breakfast have a casino at the property?

No, Stirling House Bed & Breakfast doesn't have a casino.

Will I find an indoor pool at Stirling House Bed & Breakfast?

No, there is no indoor pool at this bed & breakfast.

What amenities will couples enjoy at Stirling House Bed & Breakfast?

This waterfront bed u0026 breakfast offers many amenities for couples, including a fireplace as well as a bar and a nearby private beach.

Does Stirling House Bed & Breakfast have a hot tub?

No, but this bed & breakfast offers jetted bathtubs in some guestrooms.

Does Stirling House Bed & Breakfast have a restaurant that serves breakfast?

Yes, Stirling House Bed & Breakfast serves free full breakfasts from its snack bar.

Will Stirling House Bed & Breakfast allow pets to stay free of charge?

No, pets aren't allowed at Stirling House Bed & Breakfast.

Does Stirling House Bed & Breakfast have connecting rooms?

No, this bed & breakfast doesn't feature connecting guestrooms.

How close is the airport from Stirling House Bed & Breakfast?

The closest major airport to Stirling House Bed & Breakfast is East Hampton, NY (HTO), which is 14.2 mi away (46 minutes by car). Another top airport is Westhampton, NY (FOK-Francis S. Gabreski), which is located 29.4 mi away (45-minute drive).

Are there rooms with balconies that I can book at Stirling House Bed & Breakfast?

No, there aren't any guestrooms with balconies at Stirling House Bed & Breakfast.

Stirling House Bed & Breakfast Reviews

9.8

Exceptional

9.8/10

Cleanliness

10/10

Staff & service

9.8/10

Amenities

9.6/10

Property conditions & facilities

9.6/10

Eco-friendliness

10/10 Excellent

Nancy

Traveled with partner

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.

Stayed 2 nights in Feb 2025

8/10 Good

Jonathan

Jun 28, 2024

Stayed 2 nights in Jun 2024

10/10 Excellent

steve

Traveled with partner

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.

Stayed 2 nights in Aug 2023

8/10 Good

Verified traveler

Traveled with family

Aug 3, 2023

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

Stayed 2 nights in Jul 2023

10/10 Excellent

Paula

Jul 9, 2023

Stayed 3 nights in Jul 2023

10/10 Excellent

Gloria

Traveled with partner

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!

Stayed 1 night in May 2023

10/10 Excellent

Janet

Traveled with partner

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.

Stayed 1 night in Mar 2023

10/10 Excellent

Frederick, Centennial

Traveled with partner

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.

Stayed 1 night in Feb 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.

Stayed 2 nights in Sep 2022

10/10 Excellent

Karen

Traveled with partner

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!!

Stayed 1 night in Jan 2022

10/10 Excellent

Diana, Smithtown

Dec 5, 2021

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Stayed 1 night in Dec 2021

10/10 Excellent

James

Traveled with partner

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

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

Stayed 2 nights in Aug 2021

10/10 Excellent

Deborah

Apr 7, 2021

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

Stayed 2 nights in Apr 2021

10/10 Excellent

Michael

Sep 2, 2020

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

Stayed 2 nights in Aug 2020

10/10 Excellent

Henry

Feb 2, 2020

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

Stayed 1 night in Feb 2020

10/10 Excellent

Verified traveler

Traveled with partner

Aug 20, 2019

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

Mar 19, 2019

Stayed 1 night in Mar 2019

10/10 Excellent

Verified traveler

Business traveler, Traveled with partner

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!

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!

Stayed 2 nights in Aug 2018