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Our top choices for Southold bed & breakfast

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.0 out of 10, Very good, (37 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is AU$348
includes taxes & fees
9 June - 10 June
West Neck Guesthouse

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (264 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is AU$360
includes taxes & fees
7 June - 8 June
The Captain Stannard

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (258 reviews)
"Staff - room - coffee was excellent! Would highly recommend!"
United States
Michael
The price is AU$573
includes taxes & fees
22 June - 23 June
The Sagaponack

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (156 reviews)
"Very clean"
United States
Carol
The price is AU$541
includes taxes & fees
10 June - 11 June
Harpoon House

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (192 reviews)
"We really enjoyed 2 nights at Westbrook Inn. The bed is comfortable, breakfast is delicious, house is beautiful, staff is supper kinda and helpful. Overall Westbrook is a cute town and we certainly feel rejuvenated and happy in this anniversary trip."
United States
Yan
The price is AU$457
includes taxes & fees
7 June - 8 June
Westbrook Inn B&B

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (243 reviews)
"We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful."
United States
Brian
The price is AU$542
includes taxes & fees
15 June - 16 June
The Scranton Seahorse Inn

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (85 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 AU$1,496
includes taxes & fees
28 June - 29 June
Mill House Inn

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (108 reviews)
"Amazing location, right on Main Street in East Hampton, great staff, rooms and breakfast"
United States
EDUARD
The price is AU$979
includes taxes & fees
22 June - 23 June
The Huntting Inn

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (92 reviews)
"Beautiful property- wonderful staff- clean, comfortable and relaxed feeling with a lovely breakfast 😄"
United States
Anthony
The price is AU$756
includes taxes & fees
15 June - 16 June
The Homestead

The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (73 reviews)
"Excellent place"
United States
Miguel
The price is AU$1,213
includes taxes & fees
24 June - 25 June
The Hedges Inn

Home 2 mins. from Shinnecock Golf town SH beaches

Home 2 mins. from Shinnecock Golf town SH beaches
Southampton
The price is AU$773
includes taxes & fees
30 June - 1 July
Home 2 mins. from Shinnecock Golf town SH beaches

Free ride to Shinnecock Golf, SH Town or SH beache

Free ride to Shinnecock Golf, SH Town or SH beache
Southampton
The price is AU$942
includes taxes & fees
23 June - 24 June
Free ride to Shinnecock Golf, SH Town or SH beache

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

Pool tennis gym Bikes all included & <2m’s fr/ all
Southampton
The price is AU$1,211
includes taxes & fees
15 June - 16 June
Pool tennis gym Bikes all included & <2m’s fr/ all

2 minute free ride to Shinnecock Golf US Open

2 minute free ride to Shinnecock Golf US Open
Southampton
The price is AU$1,561
includes taxes & fees
26 June - 27 June
2 minute free ride to Shinnecock Golf US Open
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

Find out more about Southold

Southold B&B information

Number of reviews
1,173
Accommodation
47 B&B
Lowest Price
AU$348
Highest Price
AU$1,561

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. Mill House Inn: 10 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 Croteaux Vineyards and The Old Field Vineyards. You should put Horton Point Park and Sannino's Bella Vita Vineyard 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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