Southold B&B: Find a Bed and Breakfast 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. 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.

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

includes taxes & fees

28 Jun - 29 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

includes taxes & fees

29 Jun - 30 Jun

Westbrook Inn B&B

Westbrook Center

Ashley

includes taxes & fees

2 Jul - 3 Jul

The Scranton Seahorse Inn

Madison Center

Brian

includes taxes & fees

1 Jul - 2 Jul

Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

Shelter Island Heights

Leslie

includes taxes & fees

15 Jul - 16 Jul

Mill House Inn

Pantigo Road Historic District

Rhett

includes taxes & fees

12 Jul - 13 Jul

The Huntting Inn

Egypt Lane Historic District

EDUARD

includes taxes & fees

13 Jul - 14 Jul

The Sagaponack

Wainscott

Michael

includes taxes & fees

21 Jul - 22 Jul

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Top Southold Hotel Reviews

The Shoals Suites and Slips

10/10 Excellent

"It was a clean room with lots of space outside"

The Pridwin Hotel

8/10 Good

"We were at the Pridwin because of a family wedding on Shelter Island. What an absolutely beautiful hotel! The location is fabulous, right across from the bay and the hotel is designed to really take advantage of the views. Our compliments and thanks to the outstanding staff, they were so warm and helpful! I would go back again in a heartbeat."

Find out more about Southold

Southold B&B information

Number of reviews	1,202
Accommodation	32 B&B
Lowest Price	S$307
Highest Price	S$1,717

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 Croteaux Vineyards. You should put Horton Lane Beach 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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