The Pridwin Hotel 2.8 km from Southold
Hotel in Shelter Island NY
9.1
Excellent
From $436
From $436
Info Categories
Hotel with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Accessible Hotel
Hotel with Spa

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Sound View Greenport 3.4 km from Southold
Hotel in Greenport NY
7.9
Good
From $363
From $363
Info Categories
Hotel with Swimming Pool

Outdoor Pool  

Accessible Hotel

Beachfront Hotel

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The Cliffside Resort Condominiums 3.7 km from Southold
Apartments in Greenport NY
9.0
Excellent
From $328
From $328
Info Categories
Apartment with Swimming Pool

Outdoor Pool  

Accessible Apartment

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Hotel Moraine 3.8 km from Southold
Hotel in Greenport NY
9.5
Excellent
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Accessible Hotel

Hotel near Golf Courses

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Greenporter Hotel 4.6 km from Southold
Hotel in Greenport NY
8.3
Very Good
From $195
From $195
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Accessible Hotel

Hotel near Golf Courses

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The Harbor Front Inn 4.7 km from Southold
Hotel in Greenport NY
8.4
Very Good
From $235
From $235
Info Categories
Hotel with Swimming Pool

Outdoor Pool  

Accessible Hotel

Hotel near Golf Courses

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Faraway Sag Harbor 7.4 km from Southold
Hotel in Sag Harbor NY
8.8
Excellent
From $421
From $421
Info Categories
Hotel with Swimming Pool

Outdoor Pool  

Accessible Hotel

Hotel for Honeymoon

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Topping Rose House 10.2 km from Southold
Hotel in Bridgehampton NY
7.3
Good
From $887
From $887
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Accessible Hotel

Boutique-style Hotel

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The Atlantic 11.0 km from Southold
Motel in Southampton NY
6.8
Rated
From $203
From $203
Info Categories
Motel with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Accessible Motel
Dog Friendly Motel

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Hamlet Inn 11.7 km from Southold
Hotel in Southampton NY
8.4
Very Good
From $356
From $356
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Accessible Hotel
Hotel near Golf Courses

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Southampton Inn 11.7 km from Southold
Hotel in Southampton NY
8.3
Very Good
From $370
From $370
Info Categories
Hotel with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Accessible Hotel
Hotel near Golf Courses

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Canoe Place Inn & Cottages 12.3 km from Southold
Hotel in Hampton Bays NY
8.4
Very Good
Info Categories
Hotel with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Accessible Hotel
Luxury Hotel

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East Hampton Art House Bed and Breakfast 13.7 km from Southold
Bed & Breakfast in East Hampton NY
9.7
Excellent
From $482
From $482
Info Categories
Bed & Breakfast with Swimming Pool

Heated Pool    Indoor Pool    Children's Pool  

Heated Pool    Indoor Pool    Children's Pool  

Accessible Bed & Breakfast
Bed & Breakfast with Free Wi-Fi

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Hyatt Place Long Island East End 15.2 km from Southold
Hotel in Riverhead NY
8.8
Excellent
From $178
From $178
Info Categories
Hotel with Swimming Pool

Indoor Pool    Outdoor Pool  

Indoor Pool    Outdoor Pool  

Accessible Hotel
Family Friendly Hotel
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The Preston House and Hotel 15.3 km from Southold
Hotel in Riverhead NY
8.9
Excellent
From $301
From $301
Info Categories
Hotel with Swimming Pool
Accessible Hotel
Hotel near Golf Courses

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Water's Edge Resort & Spa 15.7 km from Southold
Resort in Westbrook CT
8.8
Excellent
From $240
From $240
Info Categories
Accessible Resort

Resort with Swimming Pool

Indoor Pool    Outdoor Pool  

Beachfront Resort

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Budget Host East End Hotel in Riverhead 15.8 km from Southold
Motel in Riverhead NY
7.2
Good
From $118
From $118
Info Categories
Motel with Swimming Pool

Outdoor Pool  

Accessible Motel

Motel near Vineyards

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Clinton Motel 16.1 km from Southold
Motel in Clinton CT
8.1
Very Good
From $90
From $90
Info Categories
Motel with Swimming Pool

Outdoor Pool  

Accessible Motel

Motel with Parking

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Saybrook Point Resort & Marina 16.4 km from Southold
Hotel in Old Saybrook CT
9.2
Excellent
From $338
From $338
Info Categories
Hotel with Swimming Pool

Indoor Pool    Pool Lap Lanes  

Indoor Pool    Pool Lap Lanes  

Accessible Hotel

Luxury Hotel

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Holiday Inn Express Hotel & Suites East End by IHG 17.0 km from Southold
Hotel in Riverhead NY
8.7
Very Good
From $203
From $203
Info Categories
Hotel with Swimming Pool

Pool Lap Lanes    Outdoor Pool  

Accessible Hotel

Hotel with Gym

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Accessible (32)
  •     Pool (32)
  •     Outdoor Pool (23)
  •     Heated Pool (13)
  •     Indoor Pool (9)
  •     Pool Lap Lanes (2)
  •     Children's Pool (1)
  •     Gym (21)
  •     Parking (20)
  •     Family (18)
  •     Business (15)
  •     Golf (14)
  •     Honeymoon (14)
  •     Dog Friendly (14)
  •     Spa (11)
  •     3 Star (10)
  •     Tennis (8)
  •     Sustainability Journey (7)
  •     Romantic (7)
  •     Small (6)
  •     Luxury (6)
  •     EV charging stations (5)
  •     4 Star (5)
  •     Yoga (4)
  •     Beach (4)
  •     Free Wi-Fi (4)
  •     Rooms with Fireplace (3)
  •     Vineyard (3)
  •     Beachfront (2)
  •     5 Star (2)
  •     Boutique-Style (2)
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