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

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Our top choices for Southold bed & breakfast

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 ¥35,300
¥40,331 total
includes taxes & fees
Jun 24 - Jun 25
West Neck Guesthouse

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (265 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is ¥34,769
¥38,593 total
includes taxes & fees
Jul 1 - Jul 2
The Captain Stannard

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 ¥74,528
¥101,275 total
includes taxes & fees
Jul 20 - Jul 21
The Sagaponack

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (161 reviews)
"Hotel staff were more than a accommodating, the rooms were unique ,warm and welcoming, Voss waters and expresso in the room . Bedding was marvelous and the bright walk-in glass showers were clean and spacious. The hotel is Steps away from delicious food options while youe neighborhood Starbucks and CVS around the corner. Definitely would stay again ! Amazing place. Full of charm you would expect from a 400 year old property."
United States
VINCENT M
The price is ¥71,635
¥81,843 total
includes taxes & fees
Jul 20 - Jul 21
Harpoon House

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 ¥48,475
¥53,808 total
includes taxes & fees
Jun 28 - Jun 29
Westbrook Inn B&B

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 ¥54,232
¥60,197 total
includes taxes & fees
Jul 1 - Jul 2
The Scranton Seahorse Inn

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 ¥145,773
¥213,602 total
includes taxes & fees
Jul 16 - Jul 17
Mill House Inn

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 ¥97,174
¥112,635 total
includes taxes & fees
Jul 6 - Jul 7
The Huntting Inn

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 ¥56,294
¥62,486 total
includes taxes & fees
Jun 22 - Jun 23
The Homestead

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 ¥115,991
¥142,036 total
includes taxes & fees
Jun 28 - Jun 29
The Hedges Inn

Home 2 mins. from Shinnecock Golf town SH beaches

Home 2 mins. from Shinnecock Golf town SH beaches
Southampton
The price is ¥63,698
¥90,646 total
includes taxes & fees
Jul 13 - Jul 14
Home 2 mins. from Shinnecock Golf town SH beaches

Free ride to Shinnecock Golf, SH Town or SH beache

Free ride to Shinnecock Golf, SH Town or SH beache
Southampton
The price is ¥79,824
¥111,652 total
includes taxes & fees
Jul 12 - Jul 13
Free ride to Shinnecock Golf, SH Town or SH beache

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

Pool tennis gym Bikes all included & <2m’s fr/ all
Southampton
The price is ¥82,888
¥115,519 total
includes taxes & fees
Jul 12 - Jul 13
Pool tennis gym Bikes all included & <2m’s fr/ all

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

Find out more about Southold

Southold B&B information

Number of reviews
1,189
Accommodation
38 B&B
Lowest Price
¥38,593
Highest Price
¥213,602

Frequently asked questions

Searching for B&Bs in Southold?
If you're looking for something a little different than your standard hotel experience, a stay at a bed and breakfast could be a great option for your trip. 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 interact with the owner, and breakfast served on site, B&Bs provide a unique 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 downtown core. Harpoon House: 9 rooms. Situated 12.4 mi (19.9 km) from the heart of Southold. Enjoy the bars and unique décor. The Huntting Inn: 19 rooms. 14.4 mi (23.1 km) from the heart of downtown. Enjoy the fireplace in the lobby 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 be able to find in Southold?
Expedia has 5 B&Bs for your stay in Southold.
When should I 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 temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.
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 might 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?
Planning your excursions in and around Southold is easier with these transportation options. Fly into East Hampton, NY (HTO), which is located 11.8 mi (18.9 km) away from the heart of the city. You can also search for flights into Westhampton, NY (FOK-Francis S. Gabreski), which is 19 mi (30.6 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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