We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
The latest reviews. The lowest prices. The perfect place to shop for hotels.

Stirling House Bed and Breakfast

Certificate of Excellence
06/06/2017 07/06/2017
1 room 2 adults 0 children
Compare best prices from top travel sites
and 6 more sites!
Professional photos
Stirling House Bed and Breakfast
View Map
{"widget":{"name":"ibex_photo_carousel","moduleList":["handlers"],"template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"}},"scriptFlags":null,"containerClass":null}
Add Photo Write a Review

251 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
There are newer reviews for Stirling House Bed and Breakfast
See the most recent reviews
Showing 249: English reviews
new york
Reviewed 15 July 2013

My wife and I went out to Greenport for our first time, and stayed at Stirling House where Clay is the consummate host. This was our first stay at a B&B. The room we stayed in was a great size, clean and had views of Shelter Island. The front porch is a perfect place to read a book and have...

1Thank usatraveler1123
Merrick, New York, United States
Reviewed 11 July 2013

This was my first B&B.... I was a little skeptical at first.. We were given this weekend as a gift from our daughter and new son-in- law..we had an awesome time... The Stirling house was cozy, comfortable, clean and charming...the owner and amazing chef Clay was wonderful .... His breakfasts were beyond delicious...our room was comfortable, nicely decorated..very clean ,like...

2Thank Lorraine Z
Middle Island, New York
Reviewed 5 July 2013

This is our second stay at Stirling House. Clay is the consummate host. Rooms are beautifully decorated; very quiet location right on the water, one block from Main Street. Clay's culinary skills are remarkable. This morning we were greeted with baked pears, mascarpone, strawberries and whipped cream - followed by "vertical" eggs, home fries with herbs and a magnificent croissant....

3Thank KRB1000
Highlands Ranch, Colorado
Reviewed 22 June 2013

We just visited the Stirling House a week ago for 4 nights and included in our stay the Vine Time tour package with JoAnne. This gave us the opportunity to tour a number of wineries (buy wine) and eat at several of the area's best restaurants. We arrived on Friday afternoon - a bit earlier than our plan but Clay...

Thank dandebfg
Albany, New York
Reviewed 7 June 2013

As upstate New Yorkers, this was our first trip to the North Fork of Long Island, and we're very glad we went and stayed at the Stirling House. What a perfect location, so private, situated at the end of a quiet, tree-lined street with a view across the Sound to Shelter Island, yet within two blocks of the quaint shops...

Thank Cheryl R
White Plains, New York, United States
Reviewed 2 June 2013

Stirling owner Clay with cordial assistance from Cheryl made our 38th wedding anniversary weekend a memorable occasion. Clay's special touches renders the front porch experience a complete multi-dimensional sensory culinary and serenity event. Gourmet breakfast, summer breezes, wind chime melody, serenity tones wafting subliminally, fanatastic bay views is a must for anyone visiting Greenport. Stirling House is a classic B&B...

2Thank Louis D
Brussels, Belgium
Reviewed 28 May 2013

we stayed at Stirling House at the beginning of May with our friends. We were all taken with Clay's hospitality and the charming property. Our room was clean, comfortable and imaginatively furnished. The breakfasts were a gourmet feast and Clay's croissants the best we have ever tasted outside France! All in all a totally good experience and we were reluctant...

1Thank Shoegirl58
East Lyme, CT
Reviewed 26 May 2013

Went out to Long Island for our 27th wedding anniversary on May 22nd. We had been to Clayton's first place back in 2004, so this was our first visit to Bay Street. Even though the weather was rainy and windy our stay couldn't have been better! The room was ultra clean with a very comfortable king sized bed. The view...

Thank VinMar_10
New York City, New York
Reviewed 16 May 2013

clay/frank are extremely accommodating and our stay was wonderfully therapeutic stirling house is a charming intimate property with breathtaking water views breakfast will compete with any five star restaurant and the coffee is delicious our room was spotless, the bed was comfy and the shower was hot and soothing you will NOT be disappointed..... we will be back :-)

Thank afbp2011
Reviewed 15 May 2013

My husband and I stayed at the Stirling house for the first time this past weekend and had a great time. We have never been to the North Folk before and from the first phone call, Clay was very helpful, recommending restaurants, wineries and places to see. The Stirling House is located on a quiet street across the street from...

Thank marie p

118 photos of this hotel

Traveller photos: See what travellers like you saw

All Traveller Photos (90)
Dining (15)
Hotel & Grounds (16)
View from Room (3)
Room/Suite (13)
Videos (2)
Other (41)

Management photos: Courtesy of the property manager

All Management Photos (28)
View from Room (8)
Bathroom (3)
Room/Suite (7)
Dining (1)
Business Centre/Function Rooms (1)
Hotel & Grounds (4)
Other (4)
06/06/2017 07/06/2017
Hotels you might also like...
Also consider these accommodations in or near Greenport
0.6 km away
Harborfront Inn at Greenport
3.6 km away
Shelter Island House
Shelter Island House
#1 of 5 in Shelter Island
64 reviews
3.6 km away
Sound View Greenport
Sound View Greenport
#3 of 7 in Greenport
460 reviews
Show Prices
Show Prices
Show Prices
2.8 km away
Cliffside Resort Condominiums
2.5 km away
The Blue Inn At North Fork
The Blue Inn At North Fork
#1 of 1 in East Marion
176 reviews
0.8 km away
Fordham House
Fordham House
#1 of 10 in Greenport
190 reviews
Show Prices
Show Prices
Show Prices


  • Free Parking
  • Breakfast included
  • Beachfront
  • Free High Speed Internet ( WiFi )
About the property
  • Beachfront
  • Non-Smoking Hotel
Room types
  • Non-Smoking Rooms
In your room
  • Air Conditioning
  • Public Wifi
  • Free Internet
  • Free High Speed Internet ( WiFi )
  • Free Parking
  • Breakfast included
  • Concierge
  • Multilingual Staff
Official Description (provided by the hotel)
Waterfront luxury in Greenport Village. Thank you to our guests! June, 2015 - Tripadvisor inducted The Stirling House into its Hall of Fame for receiving the Award of Excellence for the fifth year in a row. Featured on NBC's The Today Show, The Stirling House Bed & Breakfast is the top rated waterfront inn of Long Island. Quality abounds and the guests come first at The Stirling House, Long Island Wine Country's gem. Award winning breakfasts, gorgeous views of Greenport Harbor and Shelter. Boutique hotel, with expert concierge service. Vine Time, the total wine experience is both hosted by The Stirling House. Licensed by NYS Liquor Authority, The Stirling House is the North Fork's ONLY fully wine licensed B&B. 06/2011 Vine University - The All inclusive wine making class and getaway has started and has been met with very favorable reviews from their "freshman class". Stirling House provides their guests with complimentary area beach passes, as well as towels and chairs on demand. Wi-fi, i-Pod docking stations, ensuite pruvate bathrooms, flatscreen TV/DVD players, fireplaces, and so much more. You will never want to leave the porch! Better Homes and Gardens, Wine Enthusiast, Frommers, NY Daily News, WPIX TV, Edible Magazines, and Coastal Living rate The Stirling House B&B as their first choice. Shouldn't you? Celebrities come here to feel normal, and normal people are treated like celebrities. Coming Fall 2015 Guided Bike Tours of the North Fork Coming Winter 2015 Clay's Baking Lab 101 ... more   less 

Additional Information about Stirling House Bed and Breakfast

Address: 104 Bay Ave, Greenport, NY 11944-1404
Region: United States > New York > Long Island > North Fork > Greenport
Price Range: $449 - $745 (Based on Average Rates for a Standard Room)
Hotel Class:3 star — Stirling House Bed and Breakfast 3*
Number of rooms: 3
Reservation Options:
TripAdvisor is proud to partner with Booking.com, Expedia, Travelocity, Hotels.com, Hotwire, Orbitz, TripOnline SA, Priceline and Agoda so you can book your Stirling House Bed and Breakfast reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday and business trips, always with the best discounts and special offers.
Also Known As:
Stirling House b&b
Stirling House Hotel Greenport
Stirling House Bed And Breakfast Greenport, NY - Long Island
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing

Questions & Answers

Here's what travellers have asked, with answers from Stirling House Bed and Breakfast staff and other travellers.
2 questions
Ask a question
New York
over a year ago

See all questions (2)

Questions? Get answers from Stirling House Bed and Breakfast staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“We stayed in the French room, it was a great size for the two of us. Very convenient and spacious.”
elizabethgJ4651UY, 22 May 2017 | Read review
“There a nice view from the Shelter Island room.”
Gloria1201, 31 Aug 2016 | Read review
“Greenport room is quite nice”
paull918, 18 Jul 2016 | Read review
“Beautiful and comfortable no matter what room you stay in.”
kristinm832, 30 Dec 2015 | Read review
“The Shelter Island Room has a wonderful view!”
aaronsQ7623GQ, 10 Nov 2015 | Read review
5 of 5
No availability for your dates from these sites
* /night
View Deal
View all 8 deals
Prices are for 1 room, 2 adults
Change dates