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 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

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

1. Harpoon House

Southampton

Yuliya V

includes taxes & fees

10 Nov - 11 Nov

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

2. The Sagaponack

Wainscott

Jane

includes taxes & fees

15 Nov - 16 Nov

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

3. The Captain Stannard

Westbrook Center

Siegfried

includes taxes & fees

10 Nov - 11 Nov

A beach with a lifeguard tower, sandy dunes, and the ocean.

4. The Huntting Inn

Egypt Lane Historic District

Josie

includes taxes & fees

10 Nov - 11 Nov

5. The Scranton Seahorse Inn

Madison Center

Tracy

includes taxes & fees

11 Nov - 12 Nov

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

6. East Hampton Art House Bed & Breakfast

Clearwater Beach

IVAN

includes taxes & fees

10 Nov - 11 Nov

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

7. Mill House Inn

Pantigo Road Historic District

Rhett

includes taxes & fees

10 Nov - 11 Nov

A red door with a 'Gone to the Beach' sign, a wicker chair, a table with a plate of food and drinks, and a potted plant.

8. The Homestead

Madison Center

Anita C

includes taxes & fees

23 Nov - 24 Nov

A round outdoor fire pit with flames, surrounded by wicker furniture and a white cushion.

9. Westbrook Inn B&B

Westbrook Center

Diane

includes taxes & fees

10 Nov - 11 Nov

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Top Southold Hotel Reviews

Faraway Sag Harbor

10/10 Excellent

"Clean room. AC was not working well and noisy. Overall very good"

Find out more about Southold

Southold B&B information

Number of reviews	431
Accommodation	32 B&B
Lowest Price	S$231
Highest Price	S$663

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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