7,258,491 hotelsin 60 categories
Small Hotels in Southold
106 HOTELS IN AND AROUND SOUTHOLDRanking can be influenced by the commissions we receive.
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Small
Vineyard
Parking
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Small
Located in Southold, this inn offers a historic and charming experience. Its cozy rooms, beautiful gardens, and personalized service create a relaxing and intimate getaway.
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This Southold bed and breakfast offers a peaceful and nature-filled retreat. Its cozy rooms, wooded surroundings, and personalized service create a relaxing and intimate stay.
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Small
Sustainability Journey
Pool
Heated Pool
Outdoor Pool
13 more hotels nearby!
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Small
Vineyard
Free Wi-Fi
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Small
Beachfront
Golf
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Small
Luxury
Dog Friendly
Seven Resort Style Inn near Beach3.6 mi from Southold
Bed & Breakfast in Shelter Island NY
9.9
ExcellentFrom $365
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Small
Yoga
4 Star
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Small
Sustainability Journey
Business
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This Shelter Island Heights guesthouse offers a secluded and tranquil experience. Its comfortable rooms, beautiful surroundings, and personalized service create a relaxing and intimate getaway.
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Located on Shelter Island Heights, The Chequit offers a historic and charming experience. Its cozy rooms, beautiful gardens, and personalized service create a relaxing and intimate getaway.
From $212
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Small
Luxury
Parking
From $426
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Small
Located in Greenport, Harbor Knoll offers a tranquil and cozy experience. Its comfortable rooms, beautiful gardens, and personalized service create a relaxing and intimate getaway.
Sweet Dreams Bed and Breakfast Cutchogue
4.6 mi from Southold
Bed & Breakfast in Cutchogue NY
9.8
ExcellentFrom $508
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Small
Located in Cutchogue, Sweet Dreams offers a cozy and welcoming atmosphere. Its comfortable rooms, delicious breakfasts, and personalized service create a charming and relaxing stay.
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Located in Greenport, The Menhaden Hotel offers a stylish and intimate experience. Its contemporary design, rooftop terrace, and personalized service create a unique and memorable stay.
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