20 Best B&B in Southold, NY - Bed and Breakfast from NT$8,295

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.

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

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Our top choices for Southold bed & breakfast

The Captain Stannard

Westbrook Center

GAIL

NT$8,295 total

includes taxes & fees

Jul 9 - Jul 10

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

West Neck Guesthouse

Shelter Island Heights

Leslie

NT$11,442 total

includes taxes & fees

Jul 15 - Jul 16

Westbrook Inn B&B

Westbrook Center

Ashley

NT$11,447 total

includes taxes & fees

Jul 22 - Jul 23

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

NT$14,618 total

includes taxes & fees

Jul 13 - Jul 14

The Scranton Seahorse Inn

Madison Center

Brian

NT$12,553 total

includes taxes & fees

Jul 8 - Jul 9

Mill House Inn

Pantigo Road Historic District

Rhett

NT$39,947 total

includes taxes & fees

Jul 20 - Jul 21

The Huntting Inn

Egypt Lane Historic District

EDUARD

NT$23,200 total

includes taxes & fees

Aug 3 - Aug 4

Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed) | Desk, laptop workspace, iron/ironing board, free WiFi

Head of Pond House

Water Mill

Linda

NT$23,719 total

includes taxes & fees

Jul 14 - Jul 15

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Top Southold Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

8/10 Good

"Lage room, Clean and comfortable bed. Bathroom could use updating and an elevated toilet seat. Staff very nice. Would stay again."

Saybrook Point Resort & Marina

10/10 Excellent

"Very clean and updated room. Mattress and pillows were very comfortable. Nice furnishings and a large TV. The outdoor pool is not that big so you must get there before 8am to get a lounge. It was great to have a spa on site. My massage therapist was excellent. The check in was painless and the staff was incredibly friendly and helpful with everything. Plenty of parking! I highly recommend this property!!"

The Harbor Front Inn

10/10 Excellent

"We have been to greenport before, however, this was our first day at the Harbor front Inn. We loved it. The location is perfect, and with the on-site parking, you can leave the car and set out exploring all of our town. The small hotel is neat and clean, the staff couldn’t be friendlier or more helpful. We took advantage of the complementary bicycles and toward all over greenport and visited the beach at their sister hotel, the Soundview. We highly recommend this location and would definitely stay there again."

Find out more about Southold

Southold B&B information

Number of reviews	1,227
Accommodation	32 B&B
Lowest Price	NT$8,295
Highest Price	NT$39,947

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, 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 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 Croteaux Vineyards. You might 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?

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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