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Our top choices for Westhampton Beach bed & breakfast

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (211)
"Clean & amenities, staff friendly Thank you "
United States
Archil
$181 nightly
The price is $207
Dec 15 - Dec 16
Total with taxes and fees
The Sagaponack

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
$379 nightly
The price is $433
Dec 14 - Dec 15
Total with taxes and fees
Vine & Sand

Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
$495 nightly
The price is $566
Jan 5 - Jan 6, 2026
Total with taxes and fees
Head of Pond House

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
$295 nightly
The price is $337
Dec 25 - Dec 26
Total with taxes and fees
Harpoon House

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

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Southold
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...
United States
Jessica P.
$394 nightly
The price is $450
Jan 1 - Jan 2, 2026
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

The Jahmtons Guest Room

The Jahmtons Guest Room
Ridge
8.6 out of 10, Excellent, (31)
"Very cozy room and nice people who owned the house. We only met Wayne but he was very cordial and kind. The dogs were wonderful as well :)"
United States
Michael
$182 nightly
The price is $208
Dec 16 - Dec 17
Total with taxes and fees
The Jahmtons Guest Room

Come As You Are Inn

Come As You Are Inn
3.0 star property
Sayville
10.0 out of 10, Exceptional, (58)
"Nice breakfast"
United States
Jose
$225 nightly
The price is $257
Dec 12 - Dec 13
Total with taxes and fees
Come As You Are Inn

Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home
Sag Harbor
$719 nightly
The price is $821
Dec 12 - Dec 13
Total with taxes and fees
Large Room w use of pool/tennis in Spacious home

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
Southold
10.0 out of 10, Exceptional, (1)
"Great experience. Wonderful hosts. "
United States
Mark L.
$359 nightly
The price is $411
Jan 1 - Jan 2, 2026
Total with taxes and fees
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

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Southold
$359 nightly
The price is $411
Jan 1 - Jan 2, 2026
Total with taxes and fees
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

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Southold
$394 nightly
The price is $450
Jan 1 - Jan 2, 2026
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
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 Beach Hotel Reviews

Find out more about Westhampton Beach

Westhampton Beach B&B information

Number of reviews
464
Accommodation
19 B&B
Lowest Price
$207
Highest Price
$821

Frequently asked questions

What is the nightly rate for a B&B in Westhampton Beach?
Prices for B&Bs in Westhampton Beach often vary, but you can find a great deal from $207 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Westhampton Beach 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 B&B in Westhampton Beach?
The best time to book a B&B in Westhampton Beach is during the summer months, particularly from late June to early September. This vibrant season draws visitors who are eager to enjoy the sun-soaked beaches, charming local shops, and lively community events. With warm temperatures typically ranging from the mid-70s to mid-80s Fahrenheit, it's the superb time for beachgoers to indulge in water sports, sunbathing, and evening strolls along the shore.

July stands out as the most popular month, bringing a festive atmosphere to the area. You'll find an array of outdoor activities and cultural events, including art shows and music festivals, that enhance the lively coastal experience. The local restaurants also feature seasonal menus that highlight fresh seafood and farm-to-table offerings, providing excellent dining options right at your fingertips.

For those considering a more budget-friendly visit, September is an excellent choice. While the summer crowds begin to thin, the weather remains pleasantly warm, making it an ideal time for beach walks and exploring the scenic surroundings without the hustle and bustle of peak season. Plus, you can enjoy the beautiful early fall sunsets over the water.
What is the difference between a Westhampton Beach Bed and Breakfast and a hotel?
Every Westhampton Beach 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 Beach B&Bs.

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