Top B&B in Southold in 2026

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 city centre. Harpoon House : 9 rooms. Situated 12.4 mi (19.9 km) from the heart of Southold. Enjoy the bars and unique decor. Mill House Inn : 10 rooms. 14.4 mi (23.1 km) from the city centre. Enjoy the free cooked breakfast and designer toiletries. The Huntting Inn : 19 rooms. Located 14.4 mi (23.1 km) from the core of Southold. Enjoy the fireplace in reception and bar/lounge.

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

The Captain Stannard

Westbrook Center

GAIL

฿8,530 total

includes taxes & fees

17 Jun - 18 Jun

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

West Neck Guesthouse

Shelter Island Heights

Leslie

฿8,216 total

includes taxes & fees

22 Jun - 23 Jun

The Sagaponack

Wainscott

Michael

฿16,537 total

includes taxes & fees

24 Jun - 25 Jun

Westbrook Inn B&B

Westbrook Center

Ashley

฿11,771 total

includes taxes & fees

14 Jun - 15 Jun

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

฿17,130 total

includes taxes & fees

24 Jun - 25 Jun

The Scranton Seahorse Inn

Madison Center

Brian

฿12,908 total

includes taxes & fees

23 Jun - 24 Jun

Mill House Inn

Pantigo Road Historic District

Rhett

฿35,138 total

includes taxes & fees

22 Jun - 23 Jun

The Huntting Inn

Egypt Lane Historic District

EDUARD

฿22,991 total

includes taxes & fees

24 Jun - 25 Jun

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Top Southold Hotel Reviews

Quality Inn Old Saybrook - Westbrook

4/10 Poor

"The place is in dire need of a makeover. In the bathroom... No exhaust fan... Hinges and towel racks are rusted... Wall paper is peeling off the walls... Tub/shower faucet is connected wrong. Hot is cold and Cold is hot... Door has noticeable cracks. The front half of the room had no lights. Until this place get renovated, I will not stay there again."

Hyatt Place Long Island East End

10/10 Excellent

"The property itself was nice, and the breakfast was good with a decent selection of options. However, the cleanliness of the room was disappointing. There was a noticeable layer of dust on the tables, coffee machine, and even the glasses, which gave the impression that the room had not been thoroughly cleaned before my stay. While the hotel has some positive aspects, housekeeping standards need improvement."

The Bentley Hotel Southampton

10/10 Excellent

"The room was clean and nice. Having 4 kids with us it was upsetting that the ac in the living room didn’t work and the shower head was not functioning properly and had very low water pressure. There’s 2 tvs but only 1 remote was provided. Other than the few things we enjoyed our stay."

Find out more about Southold

Southold B&B information

Number of reviews	1,178
Accommodation	32 B&B
Lowest Price	฿8,216
Highest Price	฿35,138

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, McCabe's Beach and Horton Lane 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. Mill House Inn: 10 rooms. 14.4 mi (23.1 km) from the city centre. Enjoy the free cooked breakfast and designer toiletries. The Huntting Inn: 19 rooms. Located 14.4 mi (23.1 km) from the core of Southold. Enjoy the fireplace in reception and bar/lounge.

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 Croteaux Vineyards and The Old Field Vineyards. You should put Horton Point Park and Sannino's Bella Vita Vineyard 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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