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Our top choices for Southampton bed & breakfast

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (215)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is HK$1,203
HK$1,685 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Sagaponack

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand

Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
The price is HK$3,847
HK$4,395 total
includes taxes & fees
5 Jan - 6 Jan 2026
Head of Pond House

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (75)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is HK$2,914
HK$5,128 total
includes taxes & fees
29 Dec - 30 Dec
Mill House Inn

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24)
"Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !"
United States
Adam
The price is HK$2,602
HK$2,973 total
includes taxes & fees
23 Jan - 24 Jan 2026
Stirling House Bed & Breakfast

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Southold
10.0 out of 10, Exceptional, (1)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
United States
Jessica P.
The price is HK$2,603
HK$3,338 total
includes taxes & fees
4 Jan - 5 Jan 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
The price is HK$2,973
HK$3,474 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Huntting Inn

Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home
Sag Harbor
The price is HK$4,441
HK$6,344 total
includes taxes & fees
28 Dec - 29 Dec
Large Room w use of pool/tennis in Spacious home

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Southold
10.0 out of 10, Exceptional, (1)
"Great experience. Wonderful hosts. "
United States
Mark L.
The price is HK$2,358
HK$3,023 total
includes taxes & fees
4 Jan - 5 Jan 2026
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Southold
The price is HK$2,440
HK$3,036 total
includes taxes & fees
1 Jan - 2 Jan 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Southold
The price is HK$2,603
HK$3,338 total
includes taxes & fees
4 Jan - 5 Jan 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
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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Top Southampton Hotel Reviews

Find out more about Southampton

Southampton B&B information

Number of reviews
582
Accommodation
4 B&B
Lowest Price
HK$1,685
Highest Price
HK$6,344

Frequently asked questions

Searching for B&Bs in Southampton?
Whether you're on a family holiday and want a small, cosy place to stay, or you're a solo traveller hoping to make some connections, a B&B might be the right choice for your trip. Hoping to play some golf on your trip? You could stop at Shinnecock Hills Golf Course or Sebonack Golf Course while you're in Southampton.
Why should you consider a B&B versus a traditional hotel?
B&Bs all have a unique charm — whether it's a garden for guests to admire or a sunlit breakfast nook, the little details are what make bed and breakfasts a home away from home.
What are the best bed and breakfasts in Southampton?
Why not look at these B&Bs in Southampton: Harpoon House: 9 rooms. Enjoy the bars and unique decor. Maison Vivienne Southampton: 9 rooms. Enjoy the bars and patio area.
What's the best time of year to book my B&B in Southampton?
When you're dreaming of a escape to Southampton, make sure that you take the year-round temperatures into account. The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Southampton is 1398 mm.
What is there to do in Southampton?
When you want to explore some cultural attractions on your trip, Shinnecock Nation Cultural Center and Museum and Southampton Historical Museum are worthy sites to visit. You should put Southampton Cultural Center and Cooper's Beach on your list if you want to see more of the area.
How can I get to and around Southampton?
You can map out your trip in and around Southampton ahead of time with these transportation options. Fly into East Hampton, NY (HTO), which is located 9.1 mi (14.7 km) from the city centre. You can also search for flights into Westhampton, NY (FOK-Francis S. Gabreski), which is 13.5 mi (21.7 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.

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