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

Find a Bed and Breakfast in Southold from CA $353

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Check prices for these dates

Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30
In one month
Sep 11 - Sep 13
In two months
Oct 9 - Oct 11

Our top choices for Southold bed & breakfast

Deluxe Room, 1 King Bed

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 CA $437
CA $499 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, (274 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 CA $318
CA $353 total
includes taxes & fees
Aug 24 - Aug 25
The Captain Stannard
Interior detail

3. Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (180 reviews)
"Not really any amenities but the location is unbeatable."
United States
Barbara
The price is CA $424
CA $485 total
includes taxes & fees
Sep 6 - Sep 7
Harpoon House
Property entrance

4. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (280 reviews)
"Clean room, great staff, pool is nice and pet friendly."
United States
liliana
The price is CA $523
CA $667 total
includes taxes & fees
Sep 8 - Sep 9
The Sagaponack
Exterior

5. Arbor View House B&B

Arbor View House B&B
3.5 star property
East Marion
9.4 out of 10, Exceptional, (16 reviews)
"Wonderful stay! Will definitely be back!"
United States
Lekecia
The price is CA $848
CA $999 total
includes taxes & fees
Sep 3 - Sep 4
Arbor View House B&B
Fireplace

6. 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 CA $423
CA $469 total
includes taxes & fees
Sep 1 - Sep 2
Westbrook Inn B&B
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, (100 reviews)
"Very enjoyable stay! Love the “house” guitar available to guests."
United States
Mary
The price is CA $382
CA $424 total
includes taxes & fees
Aug 31 - Sep 1
The Homestead
Interior

8. 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 CA $429
CA $476 total
includes taxes & fees
Aug 25 - Aug 26
The Scranton Seahorse Inn
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 CA $790
CA $917 total
includes taxes & fees
Aug 23 - Aug 24
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 CA $1,147
CA $1,311 total
includes taxes & fees
Sep 7 - Sep 8
East Hampton Art House Bed & Breakfast
Beach nearby, sun loungers, beach umbrellas, beach towels

11. The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (75 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 CA $1,002
CA $1,227 total
includes taxes & fees
Sep 1 - Sep 2
The Hedges Inn
Front of property - evening/night

12. 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 CA $1,387
CA $2,307 total
includes taxes & fees
Aug 11 - Aug 12
Mill House 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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Updated, clean room. Easy check in and hospitable."
Federico 1-night trip
Posted 10 hours ago
Saybrook Point Resort & Marina

Find out more about Southold

Southold B&B information

Number of reviews
943
Accommodation
46 B&B
Lowest Price
CA $353
Highest Price
CA $2,307

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. 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 Croteaux Vineyards and Sparkling Pointe. You might put Mattebella Vineyards and McCabe's Beach 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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