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Stirling House

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  • The waterfront porch is a favorite. Breakfasts are enjoyed here, as well as many evenings with a glass of wine. Weddings, proposals, birthdays and the like have all been celebrated on this unique setting.

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  • Inn Details

    Breathtaking water views and attention to detail make The Stirling House Bed & Breakfast Long Island Wine Country's premiere B&B. Walk to everything as Main Street is 2 minutes from the front steps. Ours is an 1880's era Victorian home that we have completely updated, with the most modern amenities. Now, it's your "home away from home" as you relax and enjoy Greenport and our beautiful environs. Each of the rooms is uniquely decorated and range from the formal to the whimsical! Enjoy the water views of Stirling Harbor from our huge wrap around porch and guest rooms. You'll love our new waterfront location and available jacuzzi, king size bed, 2 room suite, and fireplaces. There's also a public dock directly across the street. We boast the best and only water view bed and breakfast in the historic district in Greenport Village! Come and visit our beautiful coast, award winning wineries and vineyards, restaurants and attractions, just minutes away. Golfing, sailing, water sports, bicycling, shopping and art galleries all await you!

    Innkeeper Information

    Innkeepers Description:

    Willing tennis partner, biking, music, jazz, airplanes, licensed pilot, 2 time Emmy Award winner. Competetive swimmer. Real estate agent with Prudential Douglas Elliman. When you fall in love with Greenport, you have an agent! movies, theatre, sports, Europe, many more interests. Apartment rental available in Paris!

    The innkeepers speak:

    • English

    • French


    Other Pets: goldfish in the pond

    Features

    Type:

    • Private Home Bed and Breakfast

    • Bed and Breakfast

    • Historic Inn

    • Homestay Bed and Breakfast

    Property Noted For:

    • Best location for walking to fine dining,shops,etc

    • Breathtaking Waterviews, Vine Time, wine tastings

    • Gourmet Breakfasts. Chef was trained at FCI. in NY

    • Public dock at end of quiet street

    • boating, kayaking, sailing, fishing

    • hiking, biking, historical seaport

    • Antiques/decor

    • Business travel

    • Economical rates

    • Excellent views

    • Gay / Lesbian Travel

    • Gourmet food

    • Group events

    • Honeymoons

    • Luxury

    • Nature

    • Peaceful getaway

    • Romantic escape

    • Weddings

    Amenities

    Guest Room:

    • Air conditioning

    • Alarm clock

    • Amenities Basket

    • Bath robes

    • CD player

    • Ceiling fans

    • Coffee/Tea facilities

    • DVD Player

    • In-room internet

    • Desk

    • Fireplace

    • Fridge

    • Hairdryer

    • Hot tub/whirlpool tub

    • Internet Service

    • Ironing Board

    • Library

    • Microwave

    • Private entrance

    • Radio

    • Satellite/Cable TV

    • TV

    • Turndown Service

    • Videos

    • Wi-Fi

    On Site:

    • Board games

    • Computer

    • Copier

    • Fax Machine

    • Piano

    • Telephone

    • VCR

    • Washer/dryer

    • Wedding Facilities

    • Wet bar

    Other Amenities:

    • Flatscreen HDTV in-room w/DVD

    • Wine available for purchase...NYS approved license

    • i-Pod docking stations in each room

    • Water views on newly enclosed wraparound porch!

    • Beach passes provided/ DVD library

    • Board Games available, Premium Cable HBO&Showtime

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  • Vine University - Wine Making Class Getaway

    1/11/2012 - 12/30/2012

    Welcome to Vine University Long Island Wine Country’s All-Inclusive wine making course where we teach you how to make wine yourself – while having fun at the same time. Waters Crest winemaker Jim Waters conducts an in-depth winemaking experience The Curriculum consists of two sessions, both are included in your package • Sesssion 1 ( - a two night stay at The Stirling House B&B, an in-depth two day Wine Making 101 Class. All meals, equipment, and tastings are included (including juice to make 2 1/2 cases of delicious wine! Perfect your craft in preparation of your final exam. During Session 2, present some of your own wine to be tasted and judged by a celebrity panel at the Triple winery, wine pairing dinner & Graduation ceremony • Session 2 consists of – 1 night at a premium B&B with breakfast (you may upgrade to a 2nd night), an evening Graduation ceremony with an exclusive private dinner at Jamesport Manor Inn, where we will award our graduates with diplomas. Your stay and the Dinner ceremony are included Tuition: $770 per person, based on dbl occ + tax This all-inclusive event includes • your stay at the B&B over the two sessions (3 nights) • wine making equipment, classes and lab fees • All meals, including the graduation ceremony dinner Call the B&B to book and for more info

    Vine Time - All Inclusive Food and Wine Getaway

    1/1/2012 - 12/12/2012

    Vine Time celebrates the finest things the North Fork has to offer. The highest rated waterfront B&B of Long Island, the finest dining, and the best Long Island Winery tour available (with transportation) All meals, tastings the tour is included. Please check our specials at thestirlinghouse.com website in the specials section Thanks

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  • French Room Suite

    Suite maximum capacity: 2

    • Beds

      1 Queen

      1 Twin

    • Bathroom

      Private Bath

      Bathtub

      Shower

    • Nightly Rate

      (high/low season) $225/$320

    Shelter Island Room

    Suite maximum capacity: 2

    • Beds

      1 Queen

    • Bathroom

      Private Bath

      Shower

    • Nightly Rate

      (high/low season) $250/$320

    The Greenport Room

    Suite maximum capacity: 2

    • Beds

      1 King

    • Bathroom

      Private Bath

      Shower

    • Nightly Rate

      (high/low season) $225/$350

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    Policy

    Reservation Policy

    • Check in: 4:00pm-6:00pm    Check out: 11:00am

    • Minimum stay: Two night minimum on weekends from Memorial Day thru the end of October.

    • Deposit amount required: A deposit of 50% of the cost of the stay will be required for reservations of two nights or more. One-night reservations require a deposit of full payment.

    • Cancellations: Should you need to cancel your reservation, your deposit will be refunded in full if your cancellation notice is received at least fourteen days prior to the scheduled arrival date. Cancellations received less than fourteen days prior to the scheduled arrival date will require forfeiture of the deposit. Cancellations less than 48 hours forfeit the entire stay amount. Thanks

    • Open all year round: Y

    General Policies

    • Smoking allowed: Limited

    • Guest pets allowed: No

    • Drinking allowed: Yes

    • Drinking description: Please be respectful of other guests.

    • Drinks available: N

    • Children allowed: Most guests are here for romantic private time

    • Suitable for children: Limited

    • Childcare provided: No

  • Breakfast

    • Type: 3 course full breakfast, wide variety

    • Time Served: 9 am seating/Coffee & tea 8am

    • Serving location: The Garden, The waterfront wraparounf Porch, Breakfast Room, Breakfast/dining area

    Complimentary Perks

    • Afternoon Tea

    • Fruit

    • Non-alcoholic Beverages

    • Wine/Cheese Plate

    Signature Dish

    Fresh herb and cheese frittata, with warm salsa
    Our guests rave about our breakfast! Our chef Clay has taken classes at the French Culinary Institute, so there is a very varied menu each day. The Frittata may include sun-dried tomatoes as well. Side dishes may inlude fresh strawberries with Grand Marnier...the signature liquor of the Stirling House...Grand Marnier. Clay also usually bakes a French country bread to go with this, or the delicious Stirling "House Scones". We pride ourselves on using the slow food method, using as much local and organic produce as possible.

    Special meal options

    • Low fat

    • Restrictive

    • Vegetarian

    • We speak Atkins

    • Weight Watcher

    Additional food services

    • ***wine is included on two + night stays

    • Gourmet daily homemade snack on weekends

    Recipes

    Breakfast-Brunch

    German Apple Pancake with Raspberry Syrup
    Serves: 4
    Prep time: 40 minutes

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  • Location Type

    • Bayside

    • Near Shelter Island and Hamptons

    • Beachside

    • Downtown

    • Island

    • Small town

    • Village

    • Wine country

    City

    • New York City

    • Distance to city: 99 miles

    • Directions to property:
      From downtown Greenport, proceed north on Main Street to Bay Avenue. Turn right on Bay, go to the end of the street.

    Airport

    • New York, NY (NYC-All Airports) 50 miles

    • Directions to property:
      Follow the Long Island Expressway to Riverhead, NY. Follow Route 25 to Greenport.

    Area Attractions

    • Antique Shopping

    • Aquarium

    • Art Galleries

    • Beach

    • Casino

    • Concert venue

    • Gourmet/Fine Dining

    • Historical interests

    • Live Music

    • Movie Theater

    • Museum

    • National/State parks

    • Nature area

    • Ocean

    • Lighthouses

    • public dock 50 ft from house- easy boat unloading

    • Greenport Marina at end of street

    • Tennis courts

    • Hamptons, Long Island Wine Country

    • Golf courses including Long Island National Golf

    • Outlet Stores

    • Performing Theater

    • Picnic area

    • Religious Services

    • River

    • Ruins

    • Vineyard

    • Winery

    • Bicycle rental

    • Bicycle riding trails

    • Bicycles

    • Billiards

    • Bird watching

    • Boating

    • Canoeing

    • Fishing

    • Golfing

    • Hiking trails

    • Horseback riding

    • Kayaking

    • public dock and harbor is 50 feet from our house

    • Wedding Parties

    • Exclusive 41' Catamaran Cruises...ask us!

    • ice skating

    • DVD library with many new releases

    • antiquing

    • Sailing

    • Shopping

    • Sight-seeing

    • Swimming

    • Tennis courts

    • Tennis racket rental

    • Video Arcade

    • Water sports

    Visit B&B Site
    • Overall 
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    • Services 
    • Value 
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    Write a review

    Truly Fabulous!

    About the reviewer

    • Between 36-45 years old

    • First time staying at a B&B

    • Typically stays in luxury lodging

    • Was travelling for a weekend getaway

    • Overall 
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    Stirling House is a great getaway that offers fabulous breakfasts and warm hospitality. We loved it and intend to return.

    hospitality in Long Island's Wine Country

    About the reviewer

    • Between 36-45 years old

    • Stays at B&Bs once a year

    • Typically stays in premium lodging

    • Was travelling for a weekend getaway

    • Overall 
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    We were welcome with warmth. After checking in a snack of chocolate covered strawberries was waiting for us. Our room was private and comfortable. We will be back and highly recommend to others!

    Wonderful stay!

    About the reviewer

    • Between 26-35 years old

    • Almost never stays at B&Bs

    • Typically stays in moderate lodging

    • Was travelling for a weekend getaway

    • Overall 
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    The Stirling House was a wonderful stay. The location on the bay is beautiful and so peaceful. The Paris Room was perfect! So comfortable! Definitely recommended.

    A lovely homecoming

    About the reviewer

    • 55+ years old

    • Stays at B&Bs twice a year

    • Typically stays in premium lodging

    • Was travelling on vacation

    • Overall 
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    My mother recently passed away on Shelter Island, so this was our first experience at finding accomodations as opposed to staying in the family home. The Stirling House was the next best thing. The room was great; the view of the harbor, with Shelter Island beyond, was wonderful; Clay, our host, was very pleasant and accomodating. We met really nice people at breakfast, also! If we have occasion to return to the area, we will definitely consider another stay at this lovely house.

    A True Gem

    About the reviewer

    • Between 45-55 years old

    • Stays at B&Bs once a year

    • Typically stays in luxury lodging

    • Was travelling on vacation

    • Overall 
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    Stirling House is a true gem! Clay is a mervelous host, knowledgeable about local sights, eats, and activities. The house is beautiful and the lovingly prepared breakfasts made me feel thoroughly pampered in elegance. Thanks for a wonderful vacation!

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