Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA

Bed and Breakfast in Southold

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Check prices for these dates

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul
In one month
17 Jul - 19 Jul
In two months
14 Aug - 16 Aug

Our top choices for Southold bed & breakfast

Deluxe Room, 1 King Bed

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.0 out of 10, Very good, (38 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is NZ$434
includes taxes & fees
22 June - 23 June
West Neck Guesthouse
IPod dock, MP3 dock

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (265 reviews)
The price is NZ$428
includes taxes & fees
22 June - 23 June
The Captain Stannard
Property entrance

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (263 reviews)
"Staff - room - coffee was excellent! Would highly recommend!"
United States
Michael
The price is NZ$882
includes taxes & fees
23 June - 24 June
The Sagaponack
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (161 reviews)
The price is NZ$784
includes taxes & fees
19 July - 20 July
Harpoon House
Fireplace

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (194 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is NZ$532
includes taxes & fees
25 June - 26 June
Westbrook Inn B&B
Interior

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (243 reviews)
"We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful."
United States
Brian
The price is NZ$680
includes taxes & fees
1 July - 2 July
The Scranton Seahorse Inn
Front of property – evening/night

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (85 reviews)
"Proximity to East Hampton stores - so close you can walk to most things, biggest asset of this property. Room was nice, bedding excellent."
United States
Rhett
The price is NZ$1,735
includes taxes & fees
30 June - 1 July
Mill House Inn
Beach nearby

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (110 reviews)
"Amazing location, right on Main Street in East Hampton, great staff, rooms and breakfast"
United States
EDUARD
The price is NZ$1,209
includes taxes & fees
6 July - 7 July
The Huntting Inn
Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (92 reviews)
"Beautiful property- wonderful staff- clean, comfortable and relaxed feeling with a lovely breakfast 😄"
United States
Anthony
The price is NZ$673
includes taxes & fees
22 June - 23 June
The Homestead
Beach nearby, sun-loungers, beach umbrellas, beach towels

The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (73 reviews)
"Excellent place"
United States
Miguel
The price is NZ$1,529
includes taxes & fees
24 June - 25 June
The Hedges Inn
Shower, hair dryer, shampoo

Home 2 mins. from Shinnecock Golf town SH beaches

Home 2 mins. from Shinnecock Golf town SH beaches
Southampton
The price is NZ$934
includes taxes & fees
13 July - 14 July
Home 2 mins. from Shinnecock Golf town SH beaches
Sports court

Free ride to Shinnecock Golf, SH Town or SH beache

Free ride to Shinnecock Golf, SH Town or SH beache
Southampton
The price is NZ$1,161
includes taxes & fees
12 July - 13 July
Free ride to Shinnecock Golf, SH Town or SH beache
Sports court

Pool tennis gym Bikes all included & <2m’s fr/ all

Pool tennis gym Bikes all included & <2m’s fr/ all
Southampton
The price is NZ$1,203
includes taxes & fees
12 July - 13 July
Pool tennis gym Bikes all included & <2m’s fr/ all
Property grounds

2 minute free ride to Shinnecock Golf US Open

2 minute free ride to Shinnecock Golf US Open
Southampton
2 minute free ride to Shinnecock Golf US Open
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 Southold Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

8/10 Good
"Was not sure at first but We we’re incredibly pleased with the accommodations, Spacious and clean, the view from the gas station was not understandably desirable but did not affect why we were there..US Open My saddest response to this was my stuffed animal dog I have been taking EVERYWHERE since my little Penny”s death, I have traveled with this little likeness of my Penny that I sadly left behind, clearly under the covers in the bed. I have traveled and taken and held onto this stuffed Dog on every trip as she had traveled with my husband and me everywhere I have called the Bentley, to no avail, to get this dear emotional support stuffed dog back to me To the house cleaning in room 39, 6/ "
KIMBERLY 3-night trip
Posted 3 hours ago
The Bentley Hotel Southampton

Find out more about Southold

Southold B&B information

Number of reviews
1,189
Accommodation
47 B&B
Lowest Price
NZ$428
Highest Price
NZ$1,735

Frequently asked questions

Searching for B&Bs in Southold?
If you're interested in something a little more offbeat than your standard hotel experience, a stay at a bed and breakfast might be the perfect option for your getaway. If you'd like to spend some time by the water during your time in Southold, Horton Lane Beach and McCabe's Beach are worth a stop.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to socialise with other guests and of course a full breakfast to start the day, B&Bs offer a truly one-of-a-kind setting.
What are the top B&Bs in Southold?
Here are some well-liked B&Bs in the area: Vine & Sand: 4 rooms. 1.3 mi (2.1 km) from the heart of Southold. Enjoy the free buffet breakfast and designer toiletries. The Sagaponack: 12 mi (19.3 km) from the city centre. Harpoon House: 9 rooms. Situated 12.4 mi (19.9 km) from the heart of Southold. Enjoy the bars and unique decor. The Huntting Inn: 19 rooms. 14.4 mi (23.1 km) from the city centre. Enjoy the fireplace in reception and bar/lounge. Mill House Inn: 10 rooms. Located 14.4 mi (23.1 km) from the core of Southold. Enjoy the free cooked breakfast and designer toiletries.
How many bed & breakfasts will I find in Southold?
Expedia has 5 B&Bs for your time in Southold.
When is the best time to book my B&B in Southold?
When you're dreaming of a escape to Southold, year-round temperatures and rainfall may be important factors to consider. 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 3°C. Average annual precipitation for Southold is 1452 mm.
What is there to do in Southold?
If you're looking for some activities to entertain you on your trip, consider visiting Sparkling Pointe and The Old Field Vineyards. You should put Croteaux Vineyards and Horton Lane Beach on your list if you want to see more of the area.
How can I get to and around Southold?
Mapping out your trip in and around Southold is easy with these transportation options. Fly into East Hampton, NY (HTO), which is located 11.8 mi (18.9 km) from the heart of the city. Otherwise, you can search for flights to Westhampton, NY (FOK-Francis S. Gabreski), which is 19 mi (30.6 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.

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