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

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Check prices for these dates

Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23
In one month
Sep 4 - Sep 6
In two months
Oct 2 - Oct 4

Our top choices for Southold bed & breakfast

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

1. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very Good, (43 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is ￥49,320
￥56,349 total
includes taxes & fees
Aug 17 - Aug 18
West Neck Guesthouse
Living area

2. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (273 reviews)
"This is a very tastefully decorated B&B in an idyllic location. 6 minute walk to West Beach and near all the famous CT shoreline restaurants and attractions."
United Kingdom
Jessica
The price is ￥35,346
￥39,234 total
includes taxes & fees
Aug 5 - Aug 6
The Captain Stannard
Fireplace

3. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (201 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 ￥48,244
￥53,551 total
includes taxes & fees
Aug 17 - Aug 18
Westbrook Inn B&B
Interior detail

4. Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (179 reviews)
"Not really any amenities but the location is unbeatable."
United States
Barbara
The price is ￥44,301
￥50,614 total
includes taxes & fees
Aug 5 - Aug 6
Harpoon House
Property entrance

5. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (278 reviews)
"Clean room, great staff, pool is nice and pet friendly."
United States
liliana
The price is ￥79,431
￥98,616 total
includes taxes & fees
Aug 31 - Sep 1
The Sagaponack
Interior

6. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (245 reviews)
"Excellent B&B. Great breakfast. Lovely area. Walk around to local stores and restaurants. And beach is nearby."
United States
Krishna
The price is ￥55,691
￥61,817 total
includes taxes & fees
Aug 5 - Aug 6
The Scranton Seahorse Inn
Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio

7. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (97 reviews)
"Very enjoyable stay! Love the “house” guitar available to guests."
United States
Mary
The price is ￥44,160
￥49,018 total
includes taxes & fees
Aug 31 - Sep 1
The Homestead
Smart TV, stereo, offices

8. Azur East, southampton

Azur East, southampton
Southampton
The price is ￥148,471
￥205,023 total
includes taxes & fees
Aug 5 - Aug 6
Azur East, southampton
Beach nearby

9. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (120 reviews)
"Amazing location, right on Main Street in East Hampton, great staff, rooms and breakfast"
United States
EDUARD
The price is ￥89,199
￥103,485 total
includes taxes & fees
Sep 1 - Sep 2
The Huntting Inn
Aerial view

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 ￥176,167
￥201,271 total
includes taxes & fees
Aug 7 - Aug 8
East Hampton Art House Bed & Breakfast
Front of property - evening/night

11. Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (88 reviews)
"Couldn't have been nicer. Dawn and Tiffany were grcious and accomodating."
Canada
Ronald
The price is ￥156,533
￥260,338 total
includes taxes & fees
Aug 12 - Aug 13
Mill House Inn
Beach nearby, sun loungers, beach umbrellas, beach towels

12. The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (74 reviews)
"A truly wonderful stay. I loved the beautiful design, thoughtful details, and exceptional hospitality. The team made us feel right at home, and every part of the experience, from the delicious breakfast and pet-friendly atmosphere to the beach setup service, was simply lovely. I would happily recommend The Hedges to anyone visiting the Hamptons, and after this experience, I’m even more excited to visit The Colony Palm Beach on a future trip!"
United States
Tina
The price is ￥141,446
￥170,884 total
includes taxes & fees
Aug 19 - Aug 20
The Hedges Inn
Property grounds

13. Pool tennis gym Bikes all included & <2m’s fr/ all

Pool tennis gym Bikes all included & <2m’s fr/ all
Southampton
The price is ￥135,924
￥185,357 total
includes taxes & fees
Aug 5 - Aug 6
Pool tennis gym Bikes all included & <2m’s fr/ all
Smart TV, offices

14. Pool Gym Biocharger Tennis Private bath All New BR

Pool Gym Biocharger Tennis Private bath All New BR
Southampton
The price is ￥129,002
￥178,102 total
includes taxes & fees
Aug 5 - Aug 6
Pool Gym Biocharger Tennis Private bath All New BR
Property grounds

15. Free ride to Shinnecock Golf, SH Town or SH beache

Free ride to Shinnecock Golf, SH Town or SH beache
Southampton
The price is ￥129,002
￥178,102 total
includes taxes & fees
Aug 5 - Aug 6
Free ride to Shinnecock Golf, SH Town or SH beache
Smart TV, video games, offices

16. Home 2 mins. from Shinnecock Golf town SH beaches

Home 2 mins. from Shinnecock Golf town SH beaches
Southampton
The price is ￥113,270
￥157,609 total
includes taxes & fees
Aug 9 - Aug 10
Home 2 mins. from Shinnecock Golf town SH beaches
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

Budget Host East End

Budget Host East End

10/10 Excellent
"My stay was great. Only had"
raymond 1-night trip
Posted 1 hour ago
Budget Host East End

Find out more about Southold

Southold B&B information

Number of reviews
1,021
Accommodation
47 B&B
Lowest Price
￥39,234
Highest Price
￥260,338

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 onsite dining. 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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