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

Search Bed and Breakfasts in Southold

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Southold bed & breakfast

Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

1. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (44 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 ₹29,919
₹34,183 total
includes taxes & fees
19 Aug - 20 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, (275 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 ₹21,654
₹24,036 total
includes taxes & fees
17 Aug - 18 Aug
The Captain Stannard
Interior detail

3. Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (183 reviews)
"Staff was very courteous and the location was perfect. We would book this venue again for our next trip to the hamptons."
United States
Kim
The price is ₹29,060
₹33,201 total
includes taxes & fees
3 Sept - 4 Sept
Harpoon House
Exterior

4. 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 ₹58,045
₹68,373 total
includes taxes & fees
3 Sept - 4 Sept
Arbor View House B&B
Fireplace

5. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (202 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 ₹30,498
₹33,853 total
includes taxes & fees
19 Aug - 20 Aug
Westbrook Inn B&B
Property entrance

6. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (281 reviews)
"Clean room, great staff, pool is nice and pet friendly."
United States
liliana
The price is ₹35,372
₹45,184 total
includes taxes & fees
14 Sept - 15 Sept
The Sagaponack
Interior

7. 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 ₹29,493
₹32,738 total
includes taxes & fees
24 Aug - 25 Aug
The Scranton Seahorse Inn
Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio

8. 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 ₹25,128
₹27,892 total
includes taxes & fees
31 Aug - 1 Sept
The Homestead
Beach nearby

9. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (124 reviews)
"Very nice, great place."
United States
James Patrick
The price is ₹54,111
₹62,777 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 ₹78,539
₹89,731 total
includes taxes & fees
7 Sept - 8 Sept
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, (76 reviews)
"The staff was warm, welcoming, knowledgeable & helpful! The food was superb! The room was impeccable from cleanliness to the amenities provided! We absolutely loved our stay and cannot wait to return. "
United States
Lauren
The price is ₹60,038
₹74,224 total
includes taxes & fees
13 Sept - 14 Sept
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, (89 reviews)
"Couldn't have been nicer. Dawn and Tiffany were grcious and accomodating."
Canada
Ronald
The price is ₹94,958
₹137,238 total
includes taxes & fees
18 Aug - 19 Aug
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southold Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Very nice family-owned inn and the WiFi is getting an uograde. Beautiful view of the water on the backside of the inn. It’s located close to everything. Good cost."
Nancy 1-night trip
Posted 14 hours ago
Pier Blue Inn Old Saybrook - Essex

Find out more about Southold

Southold B&B information

Number of reviews
725
Accommodation
32 B&B
Lowest Price
₹24,036
Highest Price
₹137,238

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. The Hedges Inn: 12 rooms. 14.4 mi (23.1 km) from the city centre. 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 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 Mattebella Vineyards. You should put Croteaux 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?
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.

Explore a world of travel with Expedia