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

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Check prices for these dates

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

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 AED 1,151
AED 1,316 total
includes taxes & fees
9 Aug - 10 Aug
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 AED 829
AED 920 total
includes taxes & fees
9 Aug - 10 Aug
The Captain Stannard
Exterior

3. 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 AED 2,234
AED 2,631 total
includes taxes & fees
3 Sep - 4 Sep
Arbor View House 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 AED 1,131
AED 1,292 total
includes taxes & fees
1 Sep - 2 Sep
Harpoon House
Fireplace

5. 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 AED 1,138
AED 1,263 total
includes taxes & fees
24 Aug - 25 Aug
Westbrook Inn B&B
Property entrance

6. 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 AED 1,586
AED 1,996 total
includes taxes & fees
9 Aug - 10 Aug
The Sagaponack
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 AED 1,034
AED 1,148 total
includes taxes & fees
31 Aug - 1 Sep
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 AED 1,300
AED 1,443 total
includes taxes & fees
6 Aug - 7 Aug
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 AED 2,083
AED 2,416 total
includes taxes & fees
23 Aug - 24 Aug
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 AED 4,113
AED 4,699 total
includes taxes & fees
6 Aug - 7 Aug
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 AED 3,655
AED 6,078 total
includes taxes & fees
9 Aug - 10 Aug
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 AED 3,302
AED 3,990 total
includes taxes & fees
11 Aug - 12 Aug
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

Budget Host East End

Budget Host East End

8/10 Good
"."
Peter 2-night trip
Posted 1 hour ago
Budget Host East End

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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