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Small Hotels with Heated Pool in Southold

11 HOTELS IN AND AROUND SOUTHOLDRanking can be influenced by the commissions we receive.
Vine & Sand--Southold NY's Newest B&B main photo
Vine & Sand--Southold NY's Newest B&B
Bed & Breakfast in Southold NYUS flag
9.4
Excellent
$
Info
Categories
Small
Pool
Heated Pool
Outdoor Pool
Sustainability Journey
10 more hotels nearby!
Shelter Island House main photo
Shelter Island House
3.6 km from Southold
Hotel in Shelter Island Heights NYUS flag
8.7
Very Good
From $315
$
Info
Categories
Small
Pool
Heated Pool
Outdoor Pool
Luxury
Seven Resort Style Inn near Beach main photo
Seven Resort Style Inn near Beach
3.6 km from Southold
Bed & Breakfast in Shelter Island NYUS flag
9.9
Excellent
From $365
$
Info
Categories
Small
Pool
Heated Pool
Outdoor Pool
Yoga
Hotel Moraine main photo
Hotel Moraine
3.8 km from Southold
Hotel in Greenport NYUS flag
9.6
Excellent
$
Info
Categories
Small
Pool
Heated Pool
Outdoor Pool
Golf
Harbor Knoll Bed and Breakfast main photo
Harbor Knoll Bed and Breakfast
4.5 km from Southold
Bed & Breakfast in Greenport NYUS flag
9.9
Excellent
From $426
$
Info
Categories
Small
Pool
Heated Pool
Outdoor Pool
Free Wi-Fi
The Sagaponack main photo
The Sagaponack
11.3 km from Southold
Hotel in Sagaponack NYUS flag
7.7
Good
$
Info
Categories
Small
Pool
Heated Pool
Outdoor Pool
Honeymoon
Hamlet Inn main photo
Hamlet Inn
11.7 km from Southold
Hotel in Southampton NYUS flag
8.5
Very Good
From $356
$
Info
Summary of reviews
Situated in the heart of the Hamptons, Hamlet Inn offers an exemplary blend of location, comfort, and service, making it an attractive choice for visitors seeking to explore Southampton. Its proximity to downtown and Cooper's Beach, combined with a peaceful atmosphere, provides both convenience and tranquility. Guests consistently praise the spacious, clean, and well-appointed rooms, featuring modern amenities like a coffee machine, oven, and fridge. The comfortable beds, often large and suitable for a restful sleep, are particularly appreciated, although a few might find them too soft.

The grounds of Hamlet Inn boast a beautiful garden and a delightful outdoor pool area, creating a serene environment perfect for relaxation. Despite occasional comments on temperature and cleanliness improvements needed in the pool area, the overall setting remains enjoyable.

Cleanliness is a standout feature at the Inn, with rooms being well-maintained and pleasingly decorated. The warm hospitality from the staff, especially Denise, is frequently highlighted. Her friendly demeanor and helpfulness enhance the guest experience, ensuring that visitors feel welcomed and well-cared-for throughout their stay. This exceptional service, coupled with attention to detail, ensures a pleasant and memorable visit.

In summary, Hamlet Inn is a preferred destination due to its ideal location, comfortable accommodations, scenic surroundings, and the attentive, amiable staff committed to providing an enjoyable stay.
Categories
Small
Pool
Heated Pool
Outdoor Pool
Golf
EHP Resort & Marina main photo
EHP Resort & Marina
12.9 km from Southold
Hotel in East Hampton NYUS flag
8.1
Very Good
From $405
$
Info
Categories
Small
Pool
Heated Pool
Private Pool
Outdoor Pool
Honeymoon
East Hampton Art House Bed and Breakfast main photo
East Hampton Art House Bed and Breakfast
13.7 km from Southold
Bed & Breakfast in East Hampton NYUS flag
9.8
Excellent
From $482
$
Info
Categories
Pool
Heated Pool
Indoor Pool
Children's Pool
Small
Free Wi-Fi
The Baker House 1650 main photo
The Baker House 1650
13.8 km from Southold
Bed & Breakfast in East Hampton NYUS flag
8.8
Excellent
From $542
$
Info
Categories
Small
Pool
Heated Pool
Indoor Pool
Outdoor Pool
Free Wi-Fi
Waters Edge Resort and Spa TimeShare main photo
Waters Edge Resort and Spa TimeShare
15.8 km from Southold
Hotel in Westbrook CTUS flag
8.0
Very Good
$
Info
Categories
Small
Pool
Heated Pool
Indoor Pool
Outdoor Pool
Parking
EV charging stations
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-11 out of 11 hotels in and around Southold
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