Bed & Breakfast

9680 North Bayview Road
Southold, NY
Phone: (631) 765-9197
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A Walk in the Woods B&B

Very secluded 11 acre wooded estate setting. 

Three rooms provide luxurious accommodations in the main house, each with private bath and AC.

PLUS Your own private hideaway in the large Oak Suite w/private entrance and central air, private bedroom and sleeping loft, two full baths, bar area w/coffee pot, microwave and full size refrigerator, and 42 inch plasma TV in living room area.

The Oak Suite accommodates children.

Although private, some of our adjoining rooms will accommodate larger parties including bridal parties.

Located in the heart of wine country.

Walk or ride to the beach (bicycles provided).

Located on the Bayview 14 mile bicycling loop (Seaview Trails).

2110 Oaklawn Avenue
Southold, NY
Phone: (631) 765-1234
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Acorn Hollow B&B

A year-round, warm & welcoming haven located on a quiet street in the beautiful hamlet of Southold.
Three beautifully appointed guest rooms each with a private bath. Some rooms with fireplaces & whirlpool tubs. Full, candlelight breakfast each morning. Free wireless internet. Complimentary beach passes, chairs & towels.
Walk to nearby wineries, tennis, restaurants, village shopping, scenic bay beach, the LIRR station & the Hampton Jitney stop. Minutes from the lovely seaport village of Greenport. Convenient bicycle, kayak & paddleboard rental nearby.
Concierge service available to assist with vacation planning & to arrange winery excursion tours & luxurious spa services.

35995 Main Road
Cutchogue, NY
Phone: (631) 765-1234
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Andrew's Legacy

3 guest rooms with private baths.

Located 2 houses west of Bedell Cellars and walking distance to beach.

The bed and breakfast features antiques and family heirlooms in a sophisticated yet comfortable country setting.

Guests are treated to a formal Victorian breakfast.

8900 Main Road
East Marion, NY
Phone: (631) 477-8440, (800) 963-4777
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Arbor View House

A Bed & Breakfast designed for romance or relaxation.

We offer pampering Spa Services.

We are Located in East Marion just a short distance from Greenport Village. Close to tennis, golf, hiking trails, biking horseback riding, fishing, shopping, antiquing or swimming Take a walk and explore the different beaches less than a mile away.

Open all year, featuring 4 guest rooms with private whirlpool baths and fireplaces.

Serving full Award-Winning Breakfasts in our dining room or al-fresco on our deck.

Route 25 & 5th Street
Greenport, NY
Phone: (631) 477-0371 
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Bartlett House Inn

This beautiful Colonial Revival home has 10 guest rooms, eight with private bath and one private two bedroom unit that shares a newly renovated bath.

Two blocks to Greenport’s harbor, marina, restaurants, boutiques and galleries.

Two to twenty minutes to all vineyards and tasting rooms.

1100 Skunk Lane
Cutchogue, NY
Phone: (631) 734-7126
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Blue Iris B&B

The Blue Iris Bed & Breakfast is a Newly Constructed, Farmhouse-Style Home in the Heart of Wine Country on Long Island’s North Fork.

Accommodations feature 3 newly decorated, over-sized rooms.

Each has its own private bath with a whirlpool tub, cable television, and queen-sized bed.

In addition, each guest room is equipped with a gas fireplace for special ambience.

Open all year, serving full breakfast, walk to beach.

5405 Rocky Point Rd
East Marion, NY
Phone: (631) 477-6155
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By the Bluff B&B

Located between the Historic Villages of Greenport and Orient, and centrally located to all North Fork attractions.

Decorated in old world charm with an Irish flare.

Features 3 guest rooms, open all year.

Serving full breakfast, walk to beach.

4850 Sound Avenue
Mattituck, NY 11952
Phone: (631) 298-7676
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Cedar House on Sound B&B

A Wine Country Bed & Breakfast that features “old world charm with new world amenities”.  We have 5 guest rooms all that include: Private Bath, Gourmet Breakfast, 32” flat screen TV’s, iPod docking stations, and Wi-Fi.  With three vary large common areas you can relax in a corner with a book, use our billiards table, or sit in our guest lounge and enjoy the agricultural beauty that is the North Fork!  Just minutes from Shopping, the beaches or our neighboring wineries, you won’t have to go far to experience all the Fun on the Fork has to offer.  We look forward to hosting you!

5705 Main Road
East Marion, NY
Phone: (631) 477-2107
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Coffey House Bed & Breakfast

The Coffey House Bed & Breakfast is a romantic and restful retreat located on the beautiful North Fork of Long Island.

Our immaculately restored 1886 farmhouse captures the charm of the era with its wide-plank pine floorboards, artwork and vintage furnishings.

Exceptional ambiance awaits you in one of our four beautifully decorated rooms each with a full private bath.

We are conveniently located near the Harbor Town of Greenport, local vineyards, Island’s End Golf Course, beaches and fine dining.

3395 Skunk Lane
Cutchogue, NY
Phone: (631) 734-5097
Country House B&B

Featuring 2 guest rooms with private baths.

Open all year, serving a full breakfast, walk to beach.

8290 Great Pond Way
Southold, NY
Phone: (631) 765-1487
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East of the Sun B&B

This weekend getaway Cape Cod style B&B is located in a quiet corner of Southold, in the heart of wine and farm country.

We are less than a mile from the beach, and located near all the local attractions, including the historic town of Greenport, Shelter Island and Orient Point Ferries, and the many wineries of the North Fork.

Relax on our grounds with gardens, vine-covered pergola, front and rear deck and a screened-in porch.

Serving a continental breakfast.

Features 2 guest rooms with private baths.

47100 Main Road
Southold, NY
Phone: (631) 765-6106
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Ellis House

Ellis House is situated in the heart of the renowned North Fork wine country, dating back to the 1850s, this premier B&B is newly renovated and updated. 

Featuring 4 spacious bedrooms, all with private baths and wonderful views of adjacent vineyards and fields.

Each room is uniquely decorated.

Every morning a three-course gourmet breakfast is served.

817 Main Street
Greenport, NY 11944
Phone: 631-477-8998
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Fordham House

The Fordham House offers an intimate setting with unparalleled luxury, only a scenic stroll to Greenport’s waterfront.  This historic home is a shipbuider’s legacy, an immaculately preserved stately building, built in 1901 by master shipbuilder, H. Fletcher Fordham, and many stiking details of its original era remain. Now, a newly revovated landmark Inn with impeccable modern amenities.  Both public and private rooms have the atmosphere of an effortless style and real elegance. The spacious bedchambers complement the standards of comfort and sophisticated with an understated natural warmth.

424 Fourth Street
Greenport, NY
Phone: (631) 477-2352
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Harbor Knoll

Located on Greenport's harbor with views of Shelter Island.

Convenient shopping, dining, antiquing, sailing, cycling, riding and wine tasting at one of more than 20 wineries in the area.

The village of Greenport is just a quarter mile away.

All 4 guest rooms offer private baths and a view of the harbor.

Opened year-round, guests are served a full country breakfast either on the front porch overlooking the harbor or in the formal dining room.

40300 Main Road
Peconic, NY
Phone: (631) 765-9412
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Harvest Inn B&B

Featuring 4 guest rooms with private baths.

Walk to beach, also walk to several award winning wineries.

Miles of bike paths, close to villages for shopping and antiquing.

Spa nearby as well as many restaurants.

2500 Peconic Lane
Peconic, NY
Phone: (631) 765-1435
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Home Port B&B

Surrounded by 13 acres of park property, Home Port features a ½ mile running track that takes you right next to the vineyards, and 6 tennis courts that are yours to use day or evening.

Featuring 4 guest rooms with private baths.

Walk to beach, multiple wineries and restaurants.

Full breakfast is served.

912 Main Street
Greenport, NY
Phone: (631) 477-3324
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The Morning Glory B&B

In the historic whaling and seaport village of Greenport, The Morning Glory was originally built in 1822, this charming home has been meticulously restored to maintain its original character and splendor, while at the same time provide guests with comfortable, modern amenities.

Featuring 3 guest rooms with private baths.

Walk to beach and to town.

Full breakfast is served.

25-500 Main Road
Orient, NY
Phone: (631) 323-2300
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Orient Inn

Orient Inn is within walking distance from the picturesque and historic Hamlet of Orient, A short walk, bike ride or drive will take you to Orient's wetlands, the nature trails at the Orient State Park, swimming, boating, golfing and fishing activities.

You can also explore the villages and back roads of the North Fork with its fine restaurants and farm stands, take a trip to the many award winning vineyards in the area or hop a ferry to Shelter Island or the casinos in Connecticut.

The Inn has 5 guest rooms, all with private baths.

A full breakfast is served for guests.

8985 Main Road
East Marion, NY
Phone: (631) 477-9400
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Quintessentials B&B & Spa

Only Bed & Breakfast with an on-premises, full-service spa on the East End of Long Island

26405 Main Road
Cutchogue, NY
Phone: (631) 734-4156
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The Rhinelander B&B

Offers 3 guest bedrooms, including a Suite which can accommodate 4 people in 2 adjoining rooms.

All have private baths.

Just one mile from the beaches on the Long Island Sound and 1 1/2 miles from the Peconic Bay.

Acreage has some of the original out-buildings and one of the most picturesque barns in the area.

151 Bay Avenue
Greenport, NY 11944
Phone: 631-477-1837
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Ruby's Cove

 

Location! Location! Location! This gorgeous Victorian home is a place to park your car or reach by train and enjoy a few days of rest, exploring, and restoring in a home and town from another era.   Perfect for the traveler who wants to be home-based in the historic and mystical little seaport town of Greenport, NY.

One block from Main St. and within walking distance to restaurants, shops, dockside munchies and libations, galleries, the marina, Shelter Island ferry, railroad and bus stations.  41 wineries are within 30 miles. 4 blocks from the new ferry that goes round trip to Sag Harbor every 2 hours.

Free bicycles and sipping freshly brewed beer from the next door Greenport Harbor Brewing Company, while lounging on the outdoor wrap around porch, make it all the more special.  Enjoy a filling and delicious breakfast and treats upon arrival.

Events, full house rentals and midweek specials. Wireless/no tvs. Vegan/veg upon request. Award of excellence from Trip Advisor.

Wine tours, Massage and other arrangements happily arranged with prior notice. Discount wine card to local wineries upon checkin.

1535 New Suffolk Rd
Cutchogue, NY
Phone: (631) 734-4180
Salt Air Farm B&B

Offers 2 guest bedrooms with private baths.

Situated on a Farm

7490 Alvah's Lane
Cutchogue, NY
Phone: (631) 734-8282
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Sannino Vineyard B&B
Sannino Bella Vita Vineyard Bed and Breakfast is an Exclusive Tuscan Style Suite located on a private vineyard on the North Fork in the town of Cutchogue.
This custom suite has unique amenities such as a Private Balcony, King Size Bed, Dining Area and Living room w/ a 42" flat screen TV, and accessed by a private entrance. State of the art bathroom which includes a large shower with body shower jets and rain head.
A full hot breakfast will be delivered to the suite to be enjoyed in your private dining area or balcony. A wine and cheese platter awaits you upon check-in.
Your stay includes a tour and tasting at our winery, Bella Vita Vineyard just 4 miles away in Peconic, NY.
A double bicycle is yours for the day to tour local wineries and beaches.
You will also receive an Exclusive Discount Card which allows you discounts at 24 local wineries.
2000 Oregon Rd.
Mattituck, NY
Phone: 631-804-0367
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Shinn Estate Farmhouse

Shinn Estate Farmhouse has been named one of the Top 10 Wine Country Inns in America by Gayot Travel as well as being selected as a favorite by Food and Wine Magazine and Travel and Leisure. From sunrise to sunset relax and enjoy the time you have put aside for yourself. Located in our historic 1880's homestead on the estate, Shinn Estate Farmhouse offers elegant and modern appointments in our 4 guest rooms including private baths and vineyard views. Situated on pastoral Oregon Road in Mattituck, the center of the North Fork's farming belt, you are surrounded by the quietude of a farm environment while enjoying the grandeur of lodging at a world class winery.

54300 Route 48
Southold, NY
Phone: (631) 765-1570
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Shorecrest B&B

Offers congenial hospitality, comfortable accommodations and endless commitment to quality.

Each of the 4 river-themed room has a private bath, full-length mirror, radio, alarm clock, central heating/air-conditioning and ceiling fan.

104 Bay Avenue
Greenport, NY
Phone: (631) 477-0654
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Stirling House B&B

Features 3 guest rooms with private baths.

Elegant 1897 Victorian by the sea located near wineries, restaurants and shopping.

Luxury accommodations, water views, walk to beach and to town.

Gourmet breakfasts, concierge & maid services.

600 Front Street
Greenport, NY
Phone: (631) 477-1963
Sweet Auburn B&B

Located in the heart of Greenport Village, features 3 guest rooms, water views, full breakfast, walk to beach and to town.

Theme is southern charm blended with new world luxuries.

26350 Main Road
Cutchogue, NY
Phone: (631) 734-5143
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Top O' the Mornin' B&B

Features 2 guest bedrooms on the first floor with private baths overlooking the water.

 Serves full breakfast.

Day spa.

Walk to town, beach and restaurants.

11005 Main Road
East Marion, NY
Phone: 631-477-2898
Victory Knolls B&B

Experience the Romance of Country Charm.

580 Skunk Lane
Cutchogue, NY
Phone: (631) 734-2053
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Vintage B&B

Features 3 guest rooms with private baths.

Walk to several award winning Wineries for vineyard tours and tastings.

All three suites offer private whirlpool baths, candlelight gourmet breakfasts and more.

Wells House B&B