Southold B&B: Best 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 Hedges Inn : 12 rooms. 14.4 mi (23.1 km) from the city centre. Enjoy the free cooked breakfast and designer toiletries. The Homestead : 10 rooms. Located 17.8 mi (28.6 km) from the core of Southold. Enjoy the snack bar/deli and unique decor.

A calm lake with a forest in the background during sunset.

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Our top choices for Southold bed & breakfast

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

1. The Sagaponack

Wainscott

Jane

includes taxes & fees

30 Nov - 1 Dec

A living room with a stone fireplace, grey sofas, and a coffee table.

2. The Captain Stannard

Westbrook Center

Siegfried

includes taxes & fees

2 Nov - 3 Nov

A staircase with a white railing, a white chandelier, and framed artwork on the walls.

3. Harpoon House

Southampton

Yuliya V

includes taxes & fees

2 Nov - 3 Nov

A large, white building with a green awning, surrounded by well-maintained lawns and colorful flower beds.

4. The Huntting Inn

Egypt Lane Historic District

Josie

includes taxes & fees

8 Nov - 9 Nov

A house with a sloped roof, large windows, and a pathway leading to the entrance.

5. Mill House Inn

Pantigo Road Historic District

Rhett

includes taxes & fees

2 Nov - 3 Nov

6. The Scranton Seahorse Inn

Madison Center

Tracy

includes taxes & fees

2 Nov - 3 Nov

A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

7. East Hampton Art House Bed & Breakfast

Clearwater Beach

IVAN

includes taxes & fees

2 Nov - 3 Nov

A deck with a wicker sofa and cushions, surrounded by a white fence and trees.

8. Large Room w use of pool/tennis in Spacious home

Sag Harbor

includes taxes & fees

7 Nov - 8 Nov

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Top Southold Hotel Reviews

Seven Beach Lane

10/10 Excellent

"was great"

Zey Hotel

10/10 Excellent

"The stay was perfect. I can't think of a single thing to criticize. As an example, when we were checking out, we called the manager on his cell to alert him that a fire truck was flushing the street hydrants, and that we noticed that the water in the room was brown. We knew that the maintenance of the hydrants was causing the dirty water. The manager promptly told us we could stay until 6:00 pm for free, so that we would be able to take clean showers. We told him that we had showered early, and that we had no problem. But his response showed how he cared for the guests."

Find out more about Southold

Southold B&B information

Number of reviews	1,218
Accommodation	46 B&B
Lowest Price	€212
Highest Price	€869

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. The Hedges Inn: 12 rooms. 14.4 mi (23.1 km) from the city centre. Enjoy the free cooked breakfast and designer toiletries. The Homestead: 10 rooms. Located 17.8 mi (28.6 km) from the core of Southold. Enjoy the snack bar/deli and unique decor.

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 Sannino's Bella Vita Vineyard and The Old Field Vineyards 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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