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From447US$ /night
Check-in
18Apr2026Select date
Check-out
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Rooms and Guests2 Guests, 1 Room
Key details

Hotel Information

104 Bay Avenue, Greenport, New York, United States, 11944
-
Near the harbor
Perfect
9.8
/10
4.9
5.0
/5

The Stirling House Waterfront Inn Greenport - A waterfront bed & breakfast with gourmet breakfast, harbor views, and proximity to Shelter Island

Located at 104 Bay Avenue, The Stirling House Waterfront Inn Greenport offers waterfront accommodations with views of Greenport Harbor and Shelter Island. This 4-star bed & breakfast features rooms with king beds, private bathrooms, electric fireplaces, and flat-screen TVs; some include spa baths or terraces. A gourmet full breakfast, prepared by chef Clayton using local ingredients, is served each morning at 9:30 a.m. in the dining area or on the front terrace. Nearby landmarks include The Village Blacksmith (1 km), Kontokosta Winery (2 km), and Sylvester Manor Educational Farm (4 km). The property is 85 km from Long Island MacArthur Airport. Popular dining options like Brix & Rye and Claudio's Restaurant are within 0.5 km.

Pros

The waterfront location provides views of Greenport Harbor and Shelter Island.

Gourmet breakfast features locally sourced ingredients prepared by a trained chef.

Rooms include amenities like electric fireplaces and flat-screen TVs.

Proximity to wineries, galleries, and historic sites within 4 km.

Close to highly rated restaurants, including First and South and American Beech.

Cons

The nearest major airport, Long Island MacArthur, is 85 km away.

Some rooms may lack spa baths or terraces.

View all

Select your room type

The Stirling House Waterfront Inn Greenport offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Queen Room Suite
2 persons
205 sq. feet 
1 King-size bed
Shower
Coffee machine
Greenport Room King Waterfront
2 persons
205 sq. feet 
1 King-size bed
Shower
Coffee machine
Shelter Island Room King Waterfront
2 persons
165 sq. feet 
1 King-size bed
Shower
Coffee machine

Price and Room Availability Calendar

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Facilities

The Stirling House Waterfront Inn Greenport offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
9.3/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • VIP check-in/ -out
  • Express check-in/ -out
  • Concierge desk
  • No pets allowed
  • Security
  • Luggage storage
  • Allergy-free rooms
  • Vending machines
  • Smoke detectors
  • Fire extinguishers

Sports & Fitness

  • Golf course

Guest Parking

  • Electric kettle
  • Cookware/ Kitchen utensils

Services

  • Housekeeping
  • Tours/Ticket assistance
  • Welcome drink

Dining

  • Snack bar
  • Bar/ Lounge area
  • Outdoor dining area
  • Special diet menus

Children

  • Board games

Spa & Leisure

  • Beach umbrellas
  • Sun loungers
  • Sun terrace
  • Garden area
  • Leisure/ TV room

Room features

  • Air conditioning
  • Heating
  • Mini-bar
  • Soundproofed rooms
  • Sitting area
  • Terrace
  • Garden furniture
  • Tea and coffee facilities
  • Dining table

Bathroom

  • Free toiletries

Self-catering

  • Electric kettle
  • Cookware/ Kitchen utensils

Media

  • Flat-screen TV
  • AM/FM alarm clock

Room decor

  • Parquet floor
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The Stirling House Waterfront Inn Greenport Location

104 Bay Avenue, Greenport, New York, United States, 11944
Map view
104 Bay Avenue, Greenport, New York, United States, 11944
Nearby
Bible Baptist Church
1400 ft
125 Main St
Greenport Fire
1700 ft
Restaurants
Bruce & Son
1000 ft
208 Main Street
American Beech
900 ft
300 Main Street
1943 Pizza Bar
1000 ft
308 Main Street
Brix & Rye
1000 ft
308 Main St Unit A
Emilio's
1100 ft
400 Main St
Stirling Sake
1400 ft
477 Main Street
Claudio's Restaurant
1800 ft
111 Main St
D'latte Pastry Gelato Bar
1400 ft
218 Main St
Lucharito's
1700 ft
119 Main Street
Crazy Beans Greenport
1600 ft
2 Front St
Industry Standard
1600 ft
45 Front St
Ellen's on Front
1600 ft
38 Front St
Explore Greenport
Explore Greenport
Top Attractions
Activities
Dining
Entertainment
Greenport Antique Carousel
Greenport Antique Carousel
12 minutes' walk
A beautifully restored carousel featuring vintage hand-carved horses, ideal for family fun and nostalgic rides.
East End Seaport Maritime Museum
East End Seaport Maritime Museum
12 minutes' walk
Showcases local maritime history with exhibits on boating and fishing; perfect for those interested in Greenport's nautical heritage.
Kontokosta Winery
10 minutes' drive
A scenic vineyard overlooking Long Island Sound, known for its tastings and events, offering a true local wine experience.
Crescent Beach
6 minutes' drive
A picturesque beach perfect for sunbathing, swimming, and picnicking, making it a relaxed spot for families and couples.
Biking along the Waterfront
12 minutes' walk
Enjoy a bike ride along scenic waterfront paths; rentals available nearby for all ages to explore the beautiful coastline.
Guided Kayaking Tours
10 minutes' drive
Thrill-seekers can join guided kayaking tours through local waters; pre-booking is recommended for availability and safety.
Yoga Classes in the Park
10 minutes' drive
Relaxation seekers can attend outdoor yoga; seasonal classes offered in local parks, ideal for unwinding amidst nature.
Bruce & Son
Bruce & Son
4 minutes' walk
Cozy eatery with a focus on locally sourced ingredients; try their acclaimed lobster roll or fresh seafood dishes.
American Beech
American Beech
4 minutes' walk
Charming atmosphere offering American fare; known for their burgers and handcrafted cocktails; reservations suggested.
1943 Pizza Bar
1943 Pizza Bar
4 minutes' walk
Casual spot for delicious wood-fired pizza; family-friendly with a variety of toppings, perfect for a laid-back meal.
Greenport Theatre
Greenport Theatre
10 minutes' walk
Historic venue showing the latest films and indie projects; a perfect evening outing for movie lovers of all ages.
Live Music at American Beech
4 minutes' walk
Known for hosting live music nights; ideal for enjoying local talent while savoring delicious food and drinks.
Getting around
City Centre
Greenport4 min  ·  1000 ft
Airports
Long Island MacArthur (ISP)122 min  ·  50.3 mi
Republic (FRG)165 min  ·  68.0 mi
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Property information and rules
Check-in
from 16:00-18:00
Check-out
until 11 am
Guest Parking
Public parking is possible on site for free.
Internet
Wireless internet is available in for free.
Breakfast
At the hotel The Stirling House Waterfront Inn Greenport guests are invited to a full breakfast served for free. 
Pets
Pets are not allowed.

Reviews and Ratings

Feedback about The Stirling House Waterfront Inn Greenport from previous guests about their experience.
Review score
Based on 18 verified reviews
9.5/10
Perfect
94%
Recommend
Cleanliness
9.6/10
Comfort
9.6/10
Facilities
9.3/10
Free Wi-Fi
7.5/10
Location
10.0/10
Staff
10.0/10
Value for money
8.9/10
Pros
Wonderful host
Delicious breakfast
Perfect location
Cons
Rude host
Dark room
Limited cleaning
Guest reviews
based on 18 reviews
9.8/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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FAQs
About The Stirling House Waterfront Inn Greenport
What is the check-in and check-out policy at The Stirling House Waterfront Inn Greenport?
Check-in is at 16:00 and check-out is by 11:00.
How far is The Stirling House Waterfront Inn Greenport from Long Island MacArthur Airport?
The hotel is located 85 km from Long Island MacArthur Airport.
What room amenities are available at The Stirling House Waterfront Inn Greenport?
Rooms include air conditioning, a flat-screen TV with cable channels, a mini fridge bar, and coffee-making facilities.
Are there any dining options on-site at The Stirling House Waterfront Inn Greenport?
The hotel features a snack bar and lounge area.
What are some nearby restaurants to The Stirling House Waterfront Inn Greenport?
Nearby restaurants include Claudio's Restaurant (0.5 km), The Frisky Oyster (0.5 km), and Brix & Rye (0.5 km).
Is Wi-Fi available at The Stirling House Waterfront Inn Greenport?
Free Wi-Fi is available throughout the property.
What recreational activities can guests enjoy at The Stirling House Waterfront Inn Greenport?
Guests can participate in bicycle rentals and cooking classes.
What amenities does The Stirling House Waterfront Inn Greenport provide for guests?
Amenities include luggage storage, a sun terrace, beach umbrellas, and air conditioning.
Is parking available at The Stirling House Waterfront Inn Greenport?
Public parking is available on-site for free without the need for a reservation.

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Check-in
18Apr2026Select date
Check-out
19Apr2026Select date
Rooms and Guests2 Guests, 1 Room