Waterfront luxury in Greenport Village. Thank you to our guests! June, 2022 - Tripadvisor inducted The Stirling House into its Hall of Fame for receiving the Award of Excellence for the fifteenth 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. 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.
Star ratings are intended to indicate the general level of features, amenities, and services to expect. This property is classified according to Giata.
HOTEL STYLE
Romantic
Mid-range
Languages Spoken
English, French
Location
104 Bay Ave, Greenport, NY 11944-1404
The Stirling House Waterfront Inn Greenport
313 reviews
Getting there
Good for walkers
Places to stay are graded on a 0-100 scale. The higher the grade, the easier it is for travelers to find restaurants and things to do within walking distance.
We have stayed in B & B before around the world and also hotels in Greenport before but combining Stirling House with Greenport preseason in June was awesome. Clay was the perfect host. His breakfasts were truly amazing! He prides himself on his baking so expect to eat some other goodies in addition to breakfast as the day progresses. The French Room was nice because it has a small sitting area in addition to bedroom. The house is clean and quaint. The porch has a great view of the sea, one of the best views in town. You can walk to town in like 3 minutes. Clay only rents three rooms so your stay will seem private and his service attentive. We loved our time there.
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Date of stay: June 2024
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Trip type: Traveled as a couple
Room Tip:Â Clay can give you a car pass so you can use local beach and park even though it is for residents...
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Response from Clayton Sauer, Owner at The Stirling House Waterfront Inn Greenport
Responded Jun 26, 2024
Hello. Thank you so much for taking the time to write this review. I am totally blushing right now. Thank you for the kind words and also your help in getting the word out. It is greatly appreciated. Thank you so much!!!
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We stayed here for three nights in July 2022 for my partner’s milestone birthday. Stirling House is the perfect location, set on a street end that faces the water, with views of Shelter Island.
The inn has three rooms and the Shelter Island room, on the second floor, has the best views of the water.
The star of the show is the breakfast, each prepared by the innkeeper, Clay. He really is the consummate host, in making sure you feel at home.
For my partner’s birthday, he served birthday cake in the evening and a birthday candle for breakfast.
Tip: Take advantage of the town free beach pass and any discounts for wineries (we used a pass for one free tasting at Lieb Cellars).
Tip: Walk around Greenport to view the historic homes and buildings; follow the guide that Clay has in the house.
The stay here really relaxed me and I highly recommend staying here.
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Date of stay: July 2022Trip type: Traveled as a couple
Room Tip:Â Stay in the Shelter Island room for best water views.
Take advantage of the town beach bass....
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Response from Clayton Sauer, Owner at The Stirling House Waterfront Inn Greenport
Responded Jul 22, 2022
Hello! Thank you for your wonderful review. I truly appreciate it. I always try to make Birthdays fun here. I look forward to seeing you again soon. Thanks again for your kind words!!! Clay
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This wonderful bed and breakfast was a true 'find' when looking for a weekend getaway with my husband. The location was beautiful and quiet, the inn absolutely pristine (big on MY list) and Clay was attentive without being overbearing. We were treated to a true freshly made breakfast every morning prepared by the owner. We were close enough to walk into town yet away from the hustle and bustle. We definitely look forward to returning in the future.
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Date of stay: July 2022
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Sleep Quality
Room Tip:Â There are no 'bad' rooms
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Response from Clayton Sauer, Owner at The Stirling House Waterfront Inn Greenport
Responded Nov 24, 2022
Hey there!. It's Clay. Thanks so much for your review. It was a busy high season, and I am doing some updates on the rooms, etc during this Winter. Hope to see you again soon! Thanks again!!
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Highly recommend staying at this charming B & B. The room was cozy and comfortable, the host is informative and helpful, and the breakfasts are creative and delicious. In addition there are afternoon home baked snacks which are so yummy. It's a peaceful location with a water view and easy walking into town.
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Date of stay: July 2023
Value
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Trip type: Traveled solo
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Our stay at The Stirling House in Greenport was absolutely flawless. Nestled on a serene, tree-lined street with a charming front porch that offers breathtaking views of the water, every detail of our visit exceeded expectations. Clay is not only a gracious host but also an exceptional chef whose warmth and hospitality made us feel truly at home. We were able to explore everything Greenport has to offer by foot, thanks to the inn's ideal location. It was an unforgettable experience, and we can't wait to return. I simply can't recommend it highly enough!
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Date of stay: August 2024
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Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
The house is beautiful and very clean. Clay was very conscientious about wearing a mask and keeping distance while simultaneously being very welcoming. He was the perfect "host" and conversational, friendly, and informative without hovering. With three total guest rooms and three separate option areas to eat breakfast, it is very conducive to social distancing. The porch stretches across the entire front of the house so we could relax in comfort, looking at the wonderful river view, and not worry about getting too close to anyone. Clay is an amazing cook and the breakfasts were outstanding. The common areas of the house are wonderfully decorated in a combination of antique and whimsy that was fun and relaxing. The bed in our room was very comfortable and the room was a good size, serenely decorated with local photos and paintings, and very clean. Lots of great restaurants, stores, and galleries in walking distance. We are already planning our next visit.
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Date of stay: July 2020
Value
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Response from Clayton Sauer, Owner at The Stirling House Waterfront Inn Greenport
Responded Oct 24, 2020
Hello! Thank you so much for this review. We strive to follow every Covid-19 requirement, and beyond! I do appreciate your kind words and look forward to seeing you very soon. Looking forward to things being back to normal, as well. Thanks again
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Small quaint B & B at the end of a dead end street with fabulous views of grrenport harbor & Shelter Island. Clay is the owner and contact. He is a true chef & baker, that presents one of the finest breakfasts I've ever had at a B & B. Very old turn of the century home that is beautifully maintained. Easy walk into Greenport with an array of good restaurants. Real value for the money if you can reserve the second floor bedroom in front with gorgeous waterviews. Will go back in a heartbeat.
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Date of stay: May 2023
Value
Location
Service
Trip type: Traveled as a couple
Room Tip:Â Weekdays are the best.....
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Response from Clayton Sauer, Owner at The Stirling House Waterfront Inn Greenport
Responded Jul 4, 2023
Hey there! Thank you for this review. I appreciate you taking the the time to write this and to help get the word out about The Stirling House. I look forward to your next visit! Be well and enjoy the Summer! (and thanks, again!) Clay
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My wife and I recently stayed at the Stirling House Inn. It is a small B&B with excellent amenities and a very gracious innkeeper (Clay) who makes different outstanding breakfast meals each day. Room was very comfortable and location is perfect with a view of Stirling harbor from our room and just across from the front porch of the Inn. Also within easy walk to town of Greenport which has many shops and nice restaurants and a short ride to various North Fork wineries. We also took short ferry ride to Shelter Island which is close by. The Inn is reasonably priced for all that it offers. Will definitely visit here again.
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Date of stay: July 2021Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Response from Clayton Sauer, Owner at The Stirling House Waterfront Inn Greenport
Responded Jun 23, 2022
Hello there. Looking forward to seeing you again soon. It was great meeting you. Thanks again Clay
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Truly enjoyed our stay at the Stirling House Inn. It is at the end of a cozy tree lined street which comes to a cul-de-sac overlooking the beautiful water. It is a short easy walk to town. The front of the Inn has ample seating outdoor, as well as on the covered porch, which overlooks the water. This was amazing at all times, especially in the morning with a cup of coffee (it was hard to leave!). Clay was extremely responsive and kind from the moment we arrived and throughout our stay. He had home made baked goods (the key to my heart ) ready and waiting when we got there, as well as each morning in addition to his scrumptious breakfasts! (He also was quick and willing to accommodate my food sensitivities without hesitation including with my daily baked goods)!! He was so kind and pleasant to interact with! You can appreciate his love for the Inn by the small touches in all the common spaces and throughout. The full coffee/tea/snack bar may have been my favorite part! It was available 24/7. Our room, the French room, was Paris themed and absolutely perfect. It has a sitting room with ample seating, that leads into the bedroom which had a comfortable bed, and large walk in bathroom. Water pressure was awesome (for those who appreciate that)! Toiletries were lovely. We will definitely be back. Added bonus: Return visitors get a discount each time they come in the future! Thank you again Clay!
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Date of stay: June 2021
Value
Rooms
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Response from Clayton Sauer, Owner at The Stirling House Waterfront Inn Greenport
Responded Jun 23, 2022
Hello there. Thank you so much for your review, and kind words. They are truly appreciated. "Paris" is waiting for you here in Greenport. See you soon. Thanks again. Clay
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So enjoyed our stay at Stirling House. Clay was a wonderful host, adding great touches to enhance our experience - gourmet home-cooked breakfast, fresh baked goods each day - all made by Clay himself! Also proseco and coffee drinks to sip on the beautiful front porch overlooking the bay. The room was nicely appointed and very comfortable, with lovely water views, and the B&B was in a great location, so easy and pleasant to walk the couple blocks into town. Hadn't been to Greenport before, really enjoyed the good restaurants, shops and nearby wineries. Took a ferry to Shelter Island one day which was fun to explore. Great trip! Would definitely come back and highly recommend Stirling House.
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Date of stay: May 2021Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Response from Clayton Sauer, Owner at The Stirling House Waterfront Inn Greenport
Responded Jun 23, 2022
Hello! Thank you so much for your kind words. They are truly appreciated, and do help my business. Looking forward to your next visit. See you then. Thanks again Clay
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Greenport, New York232 contributions78 helpful votes
Hi, we are located in Greenport Village on the North Fork (nofo). We are on the water, and face Shelter Island. It is an easy drive to the Hamptons, by way of Shelter Island. We are the new destination, though. The Hamptonites are all coming here to Greenport, and Long Island Wine Country.
There are more places to choose from in the Greenport area.
PRICE RANGE
$318 - $382 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
stirling house hotel greenport, stirling house b&b
LOCATION
United StatesNew YorkLong IslandNorth ForkGreenport
NUMBER OF ROOMS
3
Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
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Are there any historical sites close to The Stirling House Waterfront Inn Greenport?
Many travelers enjoy visiting Oysterponds Historical Society (3.6 miles), Shelter Island Historical Society (3.1 miles), and Southold Historical Museum (4.6 miles).