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Compare 39 B&B in Southold with updated reviews, rates, and availability.

The Sagaponack
The Sagaponack
8.8 out of 10, Excellent, (149)
The price is AED 820
AED 1,125 total
includes taxes & fees
7 May - 8 May

The Captain Stannard
The Captain Stannard
9.6 out of 10, Exceptional, (221)
The price is AED 723
AED 803 total
includes taxes & fees
7 May - 8 May

Harpoon House
Harpoon House
8.2 out of 10, Very Good, (116)
The price is AED 1,355
AED 1,548 total
includes taxes & fees
7 May - 8 May

Carole's Place B & B
Carole's Place B & B
9.6 out of 10, Exceptional, (69)

Mill House Inn
Mill House Inn
9.0 out of 10, Wonderful, (68)
The price is AED 1,377
AED 1,731 total
includes taxes & fees
8 May - 9 May

Westbrook Inn B&B
Westbrook Inn B&B
10.0 out of 10, Exceptional, (150)
The price is AED 711
AED 789 total
includes taxes & fees
7 May - 8 May

The 1708 House
The 1708 House
10.0 out of 10, Exceptional, (2)

The Huntting Inn
The Huntting Inn
8.8 out of 10, Excellent, (88)
The price is AED 1,674
AED 1,949 total
includes taxes & fees
19 May - 20 May
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Southold

North Fork 7 Bedroom Farmhouse Escape
North Fork 7 Bedroom Farmhouse Escape
9.4 out of 10, Exceptional, (3)

Windward Shores Ocean Resort
Windward Shores Ocean Resort
8.8 out of 10, Excellent, (283)
The price is AED 565
AED 725 total
includes taxes & fees
7 May - 8 May

Cliffside Resort Condominiums
Cliffside Resort Condominiums
9.0 out of 10, Wonderful, (212)
The price is AED 638
AED 889 total
includes taxes & fees
7 May - 8 May
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Southold hotels
Recent reviews of Southold hotels

The Bentley Hotel Southampton
5/5 Excellent
"Beautiful Hamptons atmosphere with great rooms /suite with modern living rooms with gliding doors facing the secure fenced grounds were my dog could walk freely. Each suite comes with a semi private beautiful furniture patio area to relax and enjoy sunset. My daughter and I loved it. "
A verified traveler stayed at The Bentley Hotel Southampton
Posted 8 hours ago
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