The Stirling House Waterfront Inn Greenport Business photoThe Stirling House Waterfront Inn Greenport Room photoThe Stirling House Waterfront Inn Greenport Room photo
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From447US$ /night
Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

Location

The Stirling House Waterfront Inn is situated on the beautiful North Fork of Long Island, offering direct access to the iconic Greenport Harbor. Guests can explore local wineries and pristine beaches just minutes away. The inn is conveniently located near popular attractions such as the East End Seaport Museum.

Rooms

The inn features five distinct guest rooms, each equipped with air conditioning and beautifully maintained decor. Guests can enjoy views of the water from select rooms, enhancing the scenic experience. All accommodations include private bathrooms and luxurious bedding for a restful stay.

Dining

Every morning, The Stirling House Waterfront Inn provides a complimentary breakfast featuring locally sourced ingredients. Guests can enjoy coffee and tea throughout the day in a comfortable communal space. The nearby Greenport Village also offers various dining options that showcase regional cuisine.

Activities

The inn offers access to various outdoor activities, including kayaking and sailing on the peaceful waters of Greenport Harbor. Nearby beaches like Crescent Beach provide opportunities for sunbathing and swimming. Biking and hiking trails await exploration in the surrounding areas.

Entertainment

Guests can easily visit local shops and art galleries within walking distance from the inn. Various seasonal festivals and events in Greenport add to the cultural experience. Wine tasting tours at nearby vineyards provide a taste of the region's acclaimed wineries.

Highlights

Location: North Fork of Long Island

Rooms: 5 uniquely decorated accommodations

Dining: Complimentary breakfast with local ingredients

Activities: Access to kayaking and sailing

Entertainment: Local shops and art galleries

Must-do experiences

  • Stroll through Mitchell Park for beautiful gardens and the vintage carousel.
  • Savor the roasted corn at the Greenport Farmers' Market on Saturdays.
  • Visit the East End Seaport Museum for a taste of local maritime history.
  • Catch a sunset at 67 Steps Beach for breathtaking views over the bay.
  • Explore Greenport's unique shops along Main Street for local art.
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

Check availability and prices for your dates now!

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
  • Free parking
  • Off-site car park
  • 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
Show more

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
Historic carousel featuring beautifully carved wooden horses. Fun family experience with enchanting rides available.
East End Seaport Maritime Museum
East End Seaport Maritime Museum
12 minutes' walk
Museum focusing on local maritime history with fascinating exhibits. Welcoming atmosphere for all ages.
Lavender By the Bay
Lavender By the Bay
5 minutes' drive
Vast lavender fields offering stunning views and aromatherapy experiences. Seasonal events include u-pick days.
Kontokosta Winery
10 minutes' drive
Scenic winery with tastings and breathtaking water views. Guided tours and seasonal events often available.
Kayaking Adventures
10 minutes' drive
Water sports at nearby beaches. Rentals offered seasonally. Perfect for thrill-seekers wanting a fun water experience.
Yoga by the Bay
10 minutes' drive
Relaxing outdoor yoga sessions overlooking the water. Classes accommodate all levels and are usually held in summer.
Bruce & Son
Bruce & Son
4 minutes' walk
Casual eatery focusing on seafood & American cuisine. Signature dishes include fresh catch and artisanal sides.
American Beech
American Beech
4 minutes' walk
Eclectic atmosphere with a varied menu. Known for its seasonal dishes and craft cocktails, reservations recommended.
1943 Pizza Bar
1943 Pizza Bar
4 minutes' walk
Family-friendly pizzeria offering gourmet pizzas and local toppings. Great casual dining option, no reservations needed.
Greenport Theatre
Greenport Theatre
10 minutes' walk
Multiplex showing first-run films and indie flicks. Check local listings for special events and family-friendly options.
Greenport Harbor Brewing Co.
10 minutes' walk
Lively brewery offering tours and tastings. Regular events include live music and special release parties.
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
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 are the check-in and check-out times at The Stirling House Waterfront Inn Greenport?
Check-in is at 16:00 and check-out is by 11:00.
Is there onsite parking available at The Stirling House Waterfront Inn Greenport?
Public parking is available on site for free without the need for a reservation.
What amenities are available in the rooms at The Stirling House Waterfront Inn Greenport?
Rooms include air conditioning, a flat-screen TV, a coffee machine, and a private bathroom.
How far is The Stirling House Waterfront Inn Greenport from Long Island MacArthur Airport?
The hotel is 85 km from Long Island MacArthur Airport.
What nearby attractions can guests visit while staying at The Stirling House Waterfront Inn Greenport?
Nearby attractions include Lavender By the Bay Farm (3 km) and Shelter Island (approximately a 10-minute drive).
What leisure activities are offered at The Stirling House Waterfront Inn Greenport?
Guests can enjoy bicycle rentals, cooking classes, and access to a nearby golf course.
What breakfast options are available at The Stirling House Waterfront Inn Greenport?
A gourmet full breakfast is served each morning, featuring local ingredients.
Does The Stirling House Waterfront Inn Greenport provide any special services for guests?
The hotel offers concierge services and has a luggage storage space available.
What languages do the staff at The Stirling House Waterfront Inn Greenport speak?
The staff speaks English.

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Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room