Southold Bed and Breakfasts

  • Long Island Wine Country's premiere waterfront B&B, in Greenport Village's Historic District. All w/in walking distance.

    Stirling House Bed & Breakfast

  • Relax on the porch overlooking the Atlantic or in the hot tub under the stars.

    Sunrise Guest House

  • Explore coastal Connecticut while relaxing at the Tidewater Inn, a comfortable, elegant inn on the Connecticut shoreline.

    Tidewater Inn Bed & Breakfast

  • A beautifully restored Victorian home with a wrap-around porch and swimming pool.

    Carole's Bed & Breakfast

 
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B&Bs in Southold

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  From $150

48850 Main Road, Southold, New York
Experience southern hospitality on the North Fork in this 1800's B&B!
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  From $150

54300 Route 48, Southold, New York
A historic Victorian B & B on the Northfork of Long Island with water views, near wineries. 300 steps to sound beach.

B&Bs in Towns near Southold

  From $95

681 Old Montauk Highway, Montauk, New York
Relax on the porch overlooking the Atlantic or in the hot tub under the stars.
  From $135

60 Grand Street, Niantic, Connecticut
Twice Awarded 'Golden Pineapple Award' for Excellence in Tourism Service & Hospiality by Mystic Coast & Country
  From $150

138 South Main Street, Westbrook, Connecticut
A Connecticut Shoreline Bed and Breakfast ~ The Inn of Choice. One block from the beach in quaint Westbrook.
  From $225

8900 Main Road, P.o. Box 226 , East Marion, New York
Long Island, North Fork Wine Country Bed & Breakfast & Spa; Couples Massages & Wine Tours. Greenport-East Marion, New York
  From $110

949 Boston Post Road, Madison, Connecticut
Explore coastal Connecticut while relaxing at the Tidewater Inn, a comfortable, elegant inn on the Connecticut shoreline.
  From $135

7 Walnut Avenue, P.O. Box 1646, East Quogue, New York
A beautifully restored Victorian home with a wrap-around porch and swimming pool.
  From $165

244 North Main Street, Southampton, New York
A White Glove Welcome and Silver Service Hospitality in the Heart of the Hamptons.
  From $175

503 Front Street, Greenport, New York
This beautifully restored Colonial Revival Bed & Breakfast retains its original charm and historic character!
  From $128

209 Main Street, Deep River, Connecticut
Country Charm! The Riverwind Inn is located in Deep River, CT nestled between the quaint towns of Chester and Essex, CT.
  From $189

14 Lincoln Street, Niantic, Connecticut
Charming bed & breakfast within walking distance of pristine beaches, a seaside boardwalk & quaint downtown center.
  From $225

31 North Main Street, East Hampton, New York
Fine Lodging in the heart of the Hamptons - Named one of the 'Top 50 US Small Hotels' in Zagat's Hotel Survey
  From $275

1100 Skunk Lane, Cutchogue, New York
New Farmhouse-Style Home offering luxurious accommodations in the Heart of Wine Country on Long Island's North Fork.
  From $245

580 Skunk Lane, Cutchogue, New York
Nestled in the heart of Long Island Wine Country, superior accommodations & hospitality abound in a romantic vineyard setting
  From $195

5405 Rocky Point Road, East Marion, New York
'SPECTACULAR NEWCOMER TO THE NORTH FORK , COMPARABLE TO A ROMANTIC, PEACEFUL RETREAT' (Quote New York Newsday,
 

104 Bay Ave, Greenport, New York
Long Island Wine Country's premiere waterfront B&B, in Greenport Village's Historic District. All w/in walking distance.
  From $100

4 Neighborhood House Drive, P.O. Box 2609, East Hampton, New York
A charming bed & breakfast nestled in a wooded setting yet close to the village and the ocean beaches!
  From $125

25 Josiah Foster Path, East Quogue, New York
The Hamptons' Newest Bed & Breakfast located across from the Pine Neck Conservancy on the Shinnecock Bay.
 

172 Newtown Lane, East Hampton, New York
Charming, boutique B&B in the heart of East Hampton Village with modern amenities and eco-friendly swimming pool.
  From $250

7490 Alvahs Lane, Cutchogue, New York
Wine Lover's Getaway located on the North Fork of Long Island in Cutchogue.
 

976 Boston Post Road, Westbrook, Connecticut
Elegant Shoreline Historic Victorian. Walk to Beaches - Great Specials! Book On-Line, Full Bkfst Daily, Happy Hr Sat.
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8900 Main Road, P.o. Box 226 , East Marion, New York
Long Island, North Fork Wine Country Bed & Breakfast & Spa; Couples Massages & Wine Tours. Greenport-East Marion, New York