Stirling House Bed & Breakfast

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

Choose dates to view prices

Where to?

Dates

October 2025

25

November 2025

Beach/ocean view - Stirling House Bed & Breakfast (Greenport)

Interior - Stirling House Bed & Breakfast (Greenport)

Exterior detail - Stirling House Bed & Breakfast (Greenport)

Stirling House B&B, near Kontokosta Winery, offers a welcoming retreat with free full breakfast and a cozy bar. Enjoy in-room WiFi and a fireside lobby. East End Seaport Maritime Museum and Railroad Museum of Long Island are easily accessible with rental bikes.

Exceptional

Popular amenities

Bar
Housekeeping
Air conditioning
Parking included
Free WiFi

Room options

Check availability for these dates

Tonight

Oct 25 - Oct 26

Tomorrow

Oct 26 - Oct 27

Suite, 1 Queen Bed

Highlights

Separate sitting area

Soundproofed

Fireplace

Air conditioning

Flat-screen TV

Sofa bed - double

Ceiling fan

Premium bedding

205 sq ft
Sleeps 2
1 Queen Bed

Room, 1 King Bed

Wonderful

Highlights

Soundproofed

Fireplace

Air conditioning

Flat-screen TV

Premium bedding

Ceiling fan

Private bathroom

Bathrobes

161 sq ft
Sea view
Sleeps 2
1 King Bed

Room, 1 King Bed

Exceptional

Highlights

Soundproofed

Fireplace

Air conditioning

Flat-screen TV

Premium bedding

Ceiling fan

Private bathroom

Bathrobes

226 sq ft
Sea view
Sleeps 2
1 King Bed

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About the neighborhood

104 Bay Avenue, Greenport, NY, 11944

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

‪Claudios Clam Bar - ‬7 min walk
‪Aldo's - ‬6 min walk
‪Lucharitos - ‬5 min walk
‪Claudio's Restaurant - ‬6 min walk
‪First And South - ‬5 min walk

About this property

Stirling House Bed & Breakfast

Bed & breakfast near Kontokosta Winery

Located close to East End Seaport Maritime Museum and Railroad Museum of Long Island, Stirling House Bed & Breakfast provides free full breakfast, a terrace, and a garden. Stay connected with free in-room WiFi, and guests can find other amenities such as a fireplace in the lobby and a bar.

You'll also enjoy the following perks during your stay:

Free self parking
Bike rentals, express check-out, and express check-in
Tour/ticket assistance, smoke-free premises, and concierge services

Room features

All guestrooms at Stirling House Bed & Breakfast have comforts such as fireplaces and premium bedding, as well as thoughtful touches like air conditioning and bathrobes.

Extra amenities include:

Designer toiletries and hair dryers
Flat-screen TVs with premium channels and DVD players
Wardrobes/closets, cookware/dishes/utensils, and electric kettles

Similar properties

Pet friendly
Parking included
Free WiFi
Air conditioning

$263 nightly

Nov 9 - Nov 10

Total with 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

More

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

More

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

Pets not allowed

Children and extra beds

Children 13 and younger are not allowed at this property; All guests older than 13 are welcome

Rollaway/extra beds are not available

Cribs (infant beds) are not available

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

We should mention

Children 13 years old and younger are not permitted at this property

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 Stirling House Bed & Breakfast pet-friendly?

No, pets are not allowed at this property.

How much is parking at Stirling House Bed & Breakfast?

Self parking is free at this property; nearby parking is also free.

What time is check-in at Stirling House Bed & Breakfast?

Check-in start time: 4 PM; Check-in end time: 6 PM.

What time is check-out at Stirling House Bed & Breakfast?

Check-out is at 11 AM.

Where is Stirling House Bed & Breakfast located?

Situated on the waterfront, this bed & breakfast is within a 15-minute walk of East End Seaport Maritime Museum and Railroad Museum of Long Island. Kontokosta Winery and Island's End Golf and Country Club are also within 3 mi (5 km). Greenport Station is 11 minutes by foot.