20 Best B&B in Southold, NY - Bed and Breakfast from ￥38,593

Q: 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.

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

Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

Shelter Island Heights

Leslie

￥40,331 total

includes taxes & fees

Jun 24 - Jun 25

The Captain Stannard

Westbrook Center

GAIL

￥38,593 total

includes taxes & fees

Jul 1 - Jul 2

The Sagaponack

Wainscott

Michael

￥101,275 total

includes taxes & fees

Jul 20 - Jul 21

Harpoon House

Southampton

"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."

VINCENT M

￥81,843 total

includes taxes & fees

Jul 20 - Jul 21

Westbrook Inn B&B

Westbrook Center

Ashley

￥53,808 total

includes taxes & fees

Jun 28 - Jun 29

The Scranton Seahorse Inn

Madison Center

Brian

￥60,197 total

includes taxes & fees

Jul 1 - Jul 2

Mill House Inn

Pantigo Road Historic District

Rhett

￥213,602 total

includes taxes & fees

Jul 16 - Jul 17

The Huntting Inn

Egypt Lane Historic District

EDUARD

￥112,635 total

includes taxes & fees

Jul 6 - Jul 7

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Top Southold Hotel Reviews

The Bentley Hotel Southampton

10/10 Excellent

"The room was very spacious and clean . The staff was friendly ."

Sound View Greenport

10/10 Excellent

"The Soundview is an absolutely lovely place ! The rooms are comfortable, the views are spectacular… the staff are wonderful! The piano bar is terrific and the food and drinks so yummy! The only thing I would add to room is a microwave as we had left over food from bar and wanted to heat up and could not . Other than that, all was literally perfect ! We happened to also have perfect weather June16-18th ! We will be back! XO ❤️"

Budget Host East End

8/10 Good

"The hotel room was good for the price. Don't expect name brand quality and customer service, however, the people at the desk that I communicated with were friendly and helpful. The room was clean and plenty of hot water. I checked the corners of the beds for bugs and found nothing. I had a good stay for the price, especially for Long Island."

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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