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

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Check prices for these dates

Next weekend
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul
In one month
7 Aug - 9 Aug
In two months
4 Sep - 6 Sep

Our top choices for Southold bed & breakfast

IPod dock, MP3 dock

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (268 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is 6.144.818 ₫
6.820.748 ₫ total
includes taxes & fees
26 Jul - 27 Jul
The Captain Stannard
Fireplace

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (198 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 8.479.633 ₫
9.412.393 ₫ total
includes taxes & fees
27 Jul - 28 Jul
Westbrook Inn B&B
Property entrance

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (275 reviews)
"Staff - room - coffee was excellent! Would highly recommend!"
United States
Michael
The price is 10.481.331 ₫
13.288.371 ₫ total
includes taxes & fees
29 Jul - 30 Jul
The Sagaponack
Interior

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 9.299.226 ₫
10.322.141 ₫ total
includes taxes & fees
13 Jul - 14 Jul
The Scranton Seahorse Inn
Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (94 reviews)
"Very enjoyable stay! Love the “house” guitar available to guests."
United States
Mary
The price is 6.690.714 ₫
7.426.771 ₫ total
includes taxes & fees
15 Jul - 16 Jul
The Homestead
Beach nearby

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (113 reviews)
"Amazing location, right on Main Street in East Hampton, great staff, rooms and breakfast"
United States
EDUARD
The price is 16.467.248 ₫
19.076.810 ₫ total
includes taxes & fees
2 Aug - 3 Aug
The Huntting Inn
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (42 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is 8.235.332 ₫
9.409.031 ₫ total
includes taxes & fees
15 Jul - 16 Jul
West Neck Guesthouse
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (170 reviews)
"Not really any amenities but the location is unbeatable."
United States
Barbara
The price is 11.312.744 ₫
12.924.809 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Harpoon House
Front of property – evening/night

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (87 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 26.137.655 ₫
32.848.334 ₫ total
includes taxes & fees
15 Jul - 16 Jul
Mill House Inn
Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed) | Desk, laptop workspace, iron/ironing board, free WiFi

Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (8 reviews)
"Very special property. One of my favorites. Beautiful, exceptionally clean and in a gorgeous location. Host was exceptional and communication excellent."
United States
Linda
Head of Pond House
Beach nearby, sun-loungers, beach umbrellas, beach towels

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 18.890.038 ₫
23.131.693 ₫ total
includes taxes & fees
14 Jul - 15 Jul
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

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Still the same wonderful little place as the last time I stayed here!"
Dennise 1-night trip
Posted 18 hours ago
Pier Blue Inn Old Saybrook - Essex

Find out more about Southold

Southold B&B information

Number of reviews
1,233
Accommodation
32 B&B
Lowest Price
6.820.748 ₫
Highest Price
32.848.334 ₫

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.
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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