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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

B&B in Westhampton

Our top choices for Westhampton bed & breakfast

Harpoon House
Porch

Harpoon House

3.0 star property
8.4 out of 10, Very Good, (131)
"Pop Up Rocco was excellent—bed was crisp & comfortable "
$263 nightly
The price is $301
Sep 7 - Sep 8
Total with taxes and fees
Harpoon House
Carole's Place B & B
Property grounds

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (50)
"That is our second time there and we had a blast again , Carole’s is so kind , and always make sure we are okay with what she will offer for breakfast, great location , so clean and the property has a good care , definitely coming back again ! "
Carole's Place B & B
Vine & Sand
Interior entrance

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (9)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport. "
Vine & Sand
The Jahmtons Guest Room
Pool

The Jahmtons Guest Room

8.8 out of 10, Excellent, (29)
"Really like the place. Nice setting, friendly owners, adorable dogs, comfortable room, and an amazing welcome."
$180 nightly
The price is $206
Aug 28 - Aug 29
Total with taxes and fees
The Jahmtons Guest Room
The 1708 House
Exterior

The 1708 House

3.0 star property
10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay here. The house is stunning, the service is fabulous. The best bed ever to sleep in! Great location and a fabulous breakfast. Thank you. "
The 1708 House
Head of Pond House
Exterior

Head of Pond House

3.0 star property
Head of Pond House
Historical Bed and breakfast<br>
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

Historical Bed and breakfast<br>

8.8 out of 10, Excellent, (5)
"Very great house , Owner was amazing and was very easy to contact and gave us early check in . Would definitely do it agian"
Historical Bed and breakfast<br>
The Farmhouse Bed and Breakfast
Living area

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (13)
"very comfortable stay. "
The Farmhouse Bed and Breakfast
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Interior

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Exterior

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Interior

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Large Room w use of pool/tennis in Spacious home
Outdoor dining

Large Room w use of pool/tennis in Spacious home

$758 nightly
The price is $866
Aug 31 - Sep 1
Total with taxes and fees
Large Room w use of pool/tennis in Spacious home
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Interior

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

10.0 out of 10, Exceptional, (1)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Cozy and Stylish 1 Bedroom Guest Suite
Microwave, oven, stovetop, dishwasher

Cozy and Stylish 1 Bedroom Guest Suite

10.0 out of 10, Exceptional, (2)
"The place was clean and the hostess was very accommodating. The only drawback is it is in the basement and overhead you could hear the dogs."
Cozy and Stylish 1 Bedroom Guest Suite
The Mainstay
Balcony

The Mainstay

4.0 star property
The Mainstay
North Fork Guest House
Exterior

North Fork Guest House

3.5 star property
9.8 out of 10, Exceptional, (10)
"Beautifully renovated b & b within walking distance of at least 4 wineries. Our hosts were attentive without being intrusive, made off the charts breakfast and were super knowledgeable about the area. The house was modern and comfortable. I left envious of the fresh, warm decor. We would love to come back in the spring or summer! Highly, highly recommended."
North Fork Guest House
Maison Vivienne Southampton
Lunch, dinner, brunch served; French cuisine, garden views

Maison Vivienne Southampton

3.5 star property
4.8 out of 10, (8)
"Horrific service. Flew in from California to attend the Hamptons International Film Festival, drove 3 hours to get there, and this hotel took it upon themselves to cancel my reservation without ever contacting me the day before I arrived. I called when I was 5 mins from the hotel to make sure my room was ready which is when I found out they decided to cancel my reservation with the reason being because I chose to pay at the hotel vs. pay in advance so they gave my room to someone willing to pay...
Maison Vivienne Southampton
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 Westhampton Hotel Reviews

Hotel Indigo East End by IHG

Hotel Indigo East End by IHG

10/10 Excellent
"Everything was great"
Louis 3-night trip
Posted 6 hours ago
Hotel Indigo East End by IHG

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Westhampton?
Prices for B&Bs in Westhampton often vary, but you can find a great deal from $206 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Westhampton B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Westhampton?
The best time to book a B&B in Westhampton is during the summer months, particularly in July. This vibrant season draws travelers eager to embrace the coastal charm of the Hamptons, where warm weather creates the superb backdrop for beach outings and outdoor dining experiences.

From June to August, visitors can indulge in a variety of activities, including sunbathing on pristine beaches, exploring local boutiques, and savoring fresh seafood at waterfront restaurants. July, in particular, is bustling with events and lively gatherings, making it a fantastic time to immerse yourself in the local culture and meet fellow adventurers.

For those who prefer a quieter experience and are looking for good value, consider planning your visit in October. This month offers a serene atmosphere with beautiful autumn foliage, superb for leisurely strolls and scenic drives. The weather remains pleasantly mild, providing a comfortable environment to enjoy the stunning natural landscapes without the summer crowds.
What is the difference between a Westhampton B&B and a hotel?
Every Westhampton B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Westhampton B&Bs.