Find a Bed and Breakfast in Southold from CA $273

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Browse Select Southold B&B

The Wainscott Inn
Front of property
The Wainscott Inn
3.0 star property
8.6 out of 10, Excellent, (94)
"new remodel is very nice"
The price is CA $631
CA $769 total
includes taxes & fees
Jun 18 - Jun 19
The Wainscott Inn
Captain Stannard B&B Country Inn
Front of property
Captain Stannard B&B Country Inn
3.0 star property
9.6 out of 10, Exceptional, (176)
"vibes !"
The price is CA $273
CA $303 total
includes taxes & fees
Jun 24 - Jun 25
Captain Stannard B&B Country Inn
The Huntting Inn
Exterior
The Huntting Inn
3.5 star property
8.6 out of 10, Excellent, (73)
"This is the East Hampton we remember from many years ago, My spouse and I have been long time home owners in the East Hampton area and found ourselves staying at the Huntting Inn as we were in the process of moving back into our newly renovated home. Our stay covered three nights and it could not have been a better experience. The room was immaculate, very upto date--clearly they have invested in the property. The staff was thoughtful and very helpful ranging from the modified continental...
The price is CA $767
CA $889 total
includes taxes & fees
Jul 15 - Jul 16
The Huntting Inn
Carole's Place B & B
Property grounds
Carole's Place B & B
3.0 star property
9.2 out of 10, Wonderful, (39)
"It's a cozy house, beautifuly decorated and with a lovely lady serving us a delicious breakfast. I will definitely recommend it to my friends."
Carole's Place B & B
Harpoon House
Porch
Harpoon House
3.0 star property
8.2 out of 10, Very good, (103)
"very friendly host "
The price is CA $683
CA $780 total
includes taxes & fees
Jun 23 - Jun 24
Harpoon House
Mill House Inn
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (51)
"Excellent facility and excellent service. Highly recommend. "
The price is CA $955
CA $1,089 total
includes taxes & fees
Jun 16 - Jun 17
Mill House Inn
The Scranton Seahorse Inn
Staircase
The Scranton Seahorse Inn
3.0 star property
9.0 out of 10, Wonderful, (218)
"The Seashore is a special INN. It is very quaint, inviting and comfortable. I’d return again."
The price is CA $334
CA $371 total
includes taxes & fees
Jul 8 - Jul 9
The Scranton Seahorse Inn
Vine & Sand
Interior entrance
Vine & Sand
5.0 star property
Vine & Sand
East Hampton Art House Bed & Breakfast
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (55)
"The hosts were really nice and the breakfast is excellent!"
The price is CA $1,046
CA $1,194 total
includes taxes & fees
Jun 27 - Jun 28
East Hampton Art House Bed & Breakfast
The Homestead
Room, 1 King Bed, Patio, Ground Floor (7)
The Homestead
3.0 star property
10.0 out of 10, Exceptional, (63)
"Excellent accommodations and Host. "
The price is CA $575
CA $638 total
includes taxes & fees
Jun 18 - Jun 19
The Homestead
434 on Main
Reception hall
434 on Main
4.0 star property
10.0 out of 10, Exceptional, (34)
"Great hosts"
434 on Main
The Hedges Inn
Property grounds
The Hedges Inn
3.5 star property
9.6 out of 10, Exceptional, (66)
"Beautiful location and lovely accommodation."
The Hedges Inn
West Neck Guesthouse
Deluxe Room, 1 King Bed
West Neck Guesthouse
3.5 star property
7.6 out of 10, Good, (24)
"The walk to the main house was further than noted. Breakfast was sparse compared to other B&B's."
The price is CA $327
CA $373 total
includes taxes & fees
Jun 20 - Jun 21
West Neck Guesthouse
The Baker House 1650
Indoor pool, seasonal outdoor pool, sun loungers
The Baker House 1650
4.5 star property
9.4 out of 10, Exceptional, (33)
"Absolutely best place to stay in East Hampton! Charming B&B with incredible staff. "
The Baker House 1650
Westbrook Inn B&B
Terrace/patio
Westbrook Inn B&B
3.0 star property
10.0 out of 10, Exceptional, (136)
"Always an excellent stay! "
The price is CA $340
CA $377 total
includes taxes & fees
Jun 17 - Jun 18
Westbrook Inn B&B
James Pharmacy Bed & Breakfast
Garden
James Pharmacy Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (8)
"Near nice shops and restaurants "
The price is CA $535
CA $759 total
includes taxes & fees
Jun 17 - Jun 18
James Pharmacy Bed & Breakfast
Historical Bed and breakfast<br>
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
Historical Bed and breakfast<br>
8.0 out of 10, Very good, (3)
"Thomas was the best vacation rental host we have ever had. So flexible. So responsive—before and during our stay. Very thoughtful and accommodating—he went the extra mile to make our stay great. He met us when we arrived, showed us around the house, and gave us great recommendations in the area. He brought us a blender and cooler when we asked if he had one. The house is awesome—big and nice yard, amazing pool, fun/interesting details inside, comfortable and nice, big/plenty of room for a big...
Historical Bed and breakfast<br>
Harbor Knoll Bed & Breakfast
Living area
Harbor Knoll Bed & Breakfast
3.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful, private oceanfront property right next to all the restaurants in town. "
Harbor Knoll Bed & Breakfast
The Farmhouse Bed and Breakfast
Garden
The Farmhouse Bed and Breakfast
3.5 star property
10.0 out of 10, Exceptional, (5)
"The Farmhouse was a perfect stay for a relaxing weekend in beautiful surroundings. The Farmhouse is charming and impeccably kept. The hosts are friendly and amazing cooks. Added plus : a destination charger for our Tesla! Definitely recommend!"
The Farmhouse Bed and Breakfast
Arbor View House B&B
Exterior
Arbor View House B&B
3.5 star property
9.2 out of 10, Wonderful, (13)
"This house was old but beautiful and decorated nicely inside. "
Arbor View House B&B
Don't see what you're looking for?
See all available properties in Southold
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.

Other property types in Southold

Windward Shores Ocean Resort
View from property
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (240)
"On the beach with property chairs and umbrellas. Kitchen poorly stocked with utensils etc. "
The price is CA $438
CA $529 total
includes taxes & fees
Jun 16 - Jun 17
Windward Shores Ocean Resort
Cliffside Resort Condominiums
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (184)
"Wonderful stay and super clean! Can’t wait to come back. "
The price is CA $429
CA $549 total
includes taxes & fees
Jun 27 - Jun 28
Cliffside Resort Condominiums
North Fork Escape Near Wineries, Beaches And Hamptons
4 bedrooms, desk, iron/ironing board, free WiFi
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
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.

Southold B&B information

Number of reviews
1,074
Accommodation
30 B&B
Lowest Price
CA $273
Highest Price
CA $1,046

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 your ideal vacation to Southold includes spending lots of time outside, Horton Point Park is a good spot to enjoy the scenery.
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 Wainscott Inn: 12 mi (19.3 km) from the downtown core. Captain Stannard B&B Country Inn: 11 rooms. Situated 15.2 mi (24.4 km) from the heart of Southold. East Hampton Art House Bed & Breakfast: 2 rooms. 13.9 mi (22.3 km) from the heart of downtown. Enjoy the free full breakfast and fitness center. Harpoon House: 9 rooms. Located 12.4 mi (19.9 km) from the core of Southold. Enjoy the bars and unique décor.
How many Bed & Breakfasts will I be able to find in Southold?
Expedia has 6 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 Horton Lane Beach 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?
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.

Recent Reviews in Southold
Expedia verified reviews

Hotel Indigo East End, an IHG Hotel

Hotel Indigo East End, an IHG Hotel

5/5 Excellent
"Extremely accommodating and helpful staff."
A verified traveller stayed at Hotel Indigo East End, an IHG Hotel
Posted 1 day ago
Hotel Indigo East End, an IHG Hotel