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

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

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

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (291 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is P12,555
P16,846 total
includes taxes & fees
Nov 1 - Nov 2
The Sagaponack
A staircase with a white railing, a white chandelier, and framed artwork on the walls.

2. Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (198 reviews)
"Wonderful place great location I definitely recommend!"
United States
Yuliya V
The price is P15,247
P17,420 total
includes taxes & fees
Oct 4 - Oct 5
Harpoon House
A dining area with a wooden table, chairs, and a view of greenery through large windows.

3. Carole's Place B & B

Carole's Place B & B
3.0 star property
East Quogue
9.8 out of 10, Exceptional, (87 reviews)
"I really enjoyed our stay here!"
United States
carolyn
The price is P10,634
P12,149 total
includes taxes & fees
Oct 23 - Oct 24
Carole's Place B & B
A living room with a stone fireplace, grey sofas, and a coffee table.

4. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (284 reviews)
"Had a great stay. Everything was fantastic."
United States
Deborah
The price is P14,632
P16,242 total
includes taxes & fees
Oct 4 - Oct 5
The Captain Stannard
A beach with a lifeguard tower, sandy dunes, and the ocean.

5. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (131 reviews)
"Good location"
Canada
Josie
The price is P22,460
P26,286 total
includes taxes & fees
Nov 2 - Nov 3
The Huntting Inn
A house with a sloped roof, large windows, and a pathway leading to the entrance.

6. Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (90 reviews)
"Proximity to East Hampton stores - so close you can walk to most things, biggest asset of this property. Room was nice, bedding excellent."
United States
Rhett
The price is P20,329
P29,382 total
includes taxes & fees
Oct 12 - Oct 13
Mill House Inn
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.

7. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (109 reviews)
"Charming Inn with great staff and an amazing breakfast."
United States
Sherry
The price is P15,031
P16,685 total
includes taxes & fees
Oct 7 - Oct 8
The Homestead
A round outdoor fire pit with flames, surrounded by wicker furniture and a white cushion.

8. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (204 reviews)
"This place is always the best love the rooms. The staff is excellent place is so clean always feel so comfortable here."
United States
Diane
The price is P18,540
P20,580 total
includes taxes & fees
Oct 8 - Oct 9
Westbrook Inn B&B
Interior

9. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (251 reviews)
"The owner Michael and staff were awesome. Michael makes delicious breakfast. We will definitely stay again. Andersens"
United States
Vicki
The price is P17,641
P19,581 total
includes taxes & fees
Nov 2 - Nov 3
The Scranton Seahorse Inn
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

10. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65 reviews)
"The hosts were really nice and the breakfast is excellent!"
United States
IVAN
The price is P28,292
P32,324 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton Art House Bed & Breakfast
A beach chair with a striped cushion and a bag with a floral design.

11. The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.8 out of 10, Exceptional, (83 reviews)
"The staff was warm, welcoming, knowledgeable & helpful! The food was superb! The room was impeccable from cleanliness to the amenities provided! We absolutely loved our stay and cannot wait to return. "
United States
Lauren
The price is P28,092
P35,785 total
includes taxes & fees
Oct 4 - Oct 5
The Hedges Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southold Hotel Reviews

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"I had one night slp there every thing was amazing clean and good breakfast was so fresh and yummy"
Susan 1-night trip
Posted 11 hours ago
Hyatt Place Long Island East End

Find out more about Southold

Southold B&B information

Number of reviews
880
Accommodation
32 B&B
Lowest Price
P12,149
Highest Price
P35,785

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 Hedges Inn: 12 rooms. 14.4 mi (23.1 km) from the heart of downtown. 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 deli and unique décor.
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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