Top B&B in Southold in 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 Huntting Inn : 19 rooms. Located 14.4 mi (23.1 km) from the core of Southold. Enjoy the fireplace in reception and bar/lounge.

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

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Our top choices for Southold bed & breakfast

A bedroom with a bed, bedside tables, a lamp, a window, and a door.

1. West Neck Guesthouse

Shelter Island Heights

Allie

Rp6.307.908 total

includes taxes & fees

15 Sept - 16 Sept

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

2. Harpoon House

Southampton

Kim

Rp4.904.388 total

includes taxes & fees

1 Oct - 2 Oct

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

3. The Sagaponack

Wainscott

Jane

Rp5.987.551 total

includes taxes & fees

13 Oct - 14 Oct

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

4. The Captain Stannard

Westbrook Center

Deborah

Rp4.572.697 total

includes taxes & fees

15 Sept - 16 Sept

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

5. Westbrook Inn B&B

Westbrook Center

Diane

Rp5.794.089 total

includes taxes & fees

23 Sept - 24 Sept

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.

6. The Homestead

Madison Center

Sherry

Rp4.661.632 total

includes taxes & fees

23 Sept - 24 Sept

7. The Scranton Seahorse Inn

Madison Center

Vicki

Rp7.330.579 total

includes taxes & fees

23 Sept - 24 Sept

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

8. The Huntting Inn

Egypt Lane Historic District

Josie

Rp9.135.882 total

includes taxes & fees

4 Oct - 5 Oct

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Top Southold Hotel Reviews

Hilton Garden Inn Riverhead

8/10 Good

"Nice value hotel"

The Shoals Suites and Slips

10/10 Excellent

"Our stay was filled with quietness set in a backdrop of beautiful blue skies enveloping the peconic bay. What a great place to come apart and forget about the stress of the week, relax and unwind. My husband and I were pleased with our stay. Everyone was ao friendly and helpful Mario was very attentive to our requests. Thenk you, Mario! A few suggestions: . Blinds at the living room sliding window in addition to the curtains to create more privacy . A microwave in the rooms since the stove/oven is not hooked up . Possibly changing your WIFI provider to ensure the TV works without buffering interruption Thank you so much. We recommend this hotel for anyone wanting to come apart and rest in serenity."

Saybrook Point Resort & Marina

10/10 Excellent

"Check in was seamless. Staff were so friendly and welcoming!! We were very impressed with our room…. the size and cleanliness exceptional. We had drinks at the ChooChoo lounge and Daren the bartender was very engaging. Breakfast in the restaurant was wonderful. A perfect stay and can’t wait to return."

Greenview Inn Riverhead

10/10 Excellent

"Late check in was great to have. Room was very clean and smelled good as soon as we walked in. It was also an updated room which was nice. It was also in a convenient location and a safe neighborhood. The only strange thing was the bathroom door had a gap in it so it wasn’t very private but we were there one night so it wasn’t a big deal."

Find out more about Southold

Southold B&B information

Number of reviews	170
Accommodation	32 B&B
Lowest Price	Rp4.572.697
Highest Price	Rp22.271.047

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 Huntting Inn: 19 rooms. Located 14.4 mi (23.1 km) from the core of Southold. Enjoy the fireplace in reception and bar/lounge.

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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