20 Best B&B in Southold, NY - Bed and Breakfast from NT$7,890

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.

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Our top choices for Southold bed & breakfast

The Captain Stannard

Westbrook Center

GAIL

NT$8,191 total

includes taxes & fees

May 19 - May 20

Harpoon House

Southampton

Kathie

NT$9,371 total

includes taxes & fees

May 25 - May 26

The Scranton Seahorse Inn

Madison Center

Brian

NT$10,702 total

includes taxes & fees

May 26 - May 27

Mill House Inn

Pantigo Road Historic District

Jessica

NT$17,841 total

includes taxes & fees

May 21 - May 22

The Sagaponack

Wainscott

Dawn

NT$11,160 total

includes taxes & fees

May 25 - May 26

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

West Neck Guesthouse

Shelter Island Heights

Leslie

NT$7,890 total

includes taxes & fees

Jun 7 - Jun 8

Westbrook Inn B&B

Westbrook Center

Ashley

NT$11,303 total

includes taxes & fees

May 25 - May 26

Stirling House Bed & Breakfast

Greenport

steve

NT$18,125 total

includes taxes & fees

May 29 - May 30

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Top Southold Hotel Reviews

Spark by Hilton Guilford

10/10 Excellent

"I stayed at the hotel for four nights and was pleasantly surprised with the room size, cleanliness, and comfort of the hotel, especially considering a very, very reasonable price. The whole area was very quiet and I slept with the windows opened, which is not a common thing anywhere:). It is a small place and perfect for restful visit for few days. If that’s what you are looking for I would strongly recommend it."

Zey Hotel

10/10 Excellent

"We had a really good experience. James, the manager, was very accommodating, friendly, and personable. He gave us a tour of the hotel as soon as we arrived, with some hints about what to do in the area. The entire hotel is very clean, including the rooms with cool decor. There are lobbies or lounge areas on each floor to sit, talk, and play the provided games. We definitely recommend this place and would stay there again ourselves. Very convenient location also, walking distance to everything. There is free parking behind the hotel."

The Harbor Front Inn

10/10 Excellent

"This is a beautiful place in a great town. Greenport has much to recommend it. Excellent restaurants, interesting shopping, and congenial places to hang around, have a drink, a pastry or coffee. The seafood, from shellfish to the top of the maritime food chain is fresh and abundant, and generally reasonably priced. The hotel provides a generous and varied continental breakfast buffet for its guests, and the staff is serious about hospitality with a smile. We very frankly now think of of the Harbor Front Inn as "our place in Greenport." "

The Sagaponack

10/10 Excellent

"Recently enjoyed a few days at the Sagaponack before the "season"started. My accommodations were wonderful. The rooms are thoughtfully prepared with a few little extras that were such a nice touch. The staff was great and I appreciated the coffee bar stocked with morning essentials like yogurts, granola, breakfast bars and croissants or afternoon treats, like chips, fresh baked cookies and some sweet candies to grab and go. The setting was beautiful and the grounds impeccably maintained. I would recommend highly and look forward to staying here again!"

Find out more about Southold

Southold B&B information

Number of reviews	1,343
Accommodation	32 B&B
Lowest Price	NT$7,890
Highest Price	NT$27,463

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, 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 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 Mattebella Vineyards. You might put Croteaux Vineyards and Horton Lane Beach 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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