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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Westhampton bed & breakfast

Interior entrance
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
Vine & Sand
Seasonal outdoor pool
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
The price is AED 1,818
AED 2,077 total
includes taxes & fees
5 Jan - 6 January 2026
Head of Pond House
Porch
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
Harpoon House
Interior
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.
The price is AED 1,307
AED 1,691 total
includes taxes & fees
1 Jan - 2 January 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Pool
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
The price is AED 496
AED 764 total
includes taxes & fees
15 Dec - 16 Dec
The Jahmtons Guest Room
Outdoor dining
Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home

Sag Harbor
The price is AED 2,099
AED 3,028 total
includes taxes & fees
11 Dec - 12 Dec
Large Room w use of pool/tennis in Spacious home
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

Southold
10.0 out of 10, Exceptional, (1)
"Great experience. Wonderful hosts. "
United States
Mark L.
The price is AED 1,192
AED 1,542 total
includes taxes & fees
1 Jan - 2 January 2026
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite 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

Southold
The price is AED 1,192
AED 1,542 total
includes taxes & fees
7 Jan - 8 January 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent 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

Southold
The price is AED 1,307
AED 1,691 total
includes taxes & fees
1 Jan - 2 January 2026
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 Hotel Reviews

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Everything was excellent. "
John 2-night trip
Posted 12 hours ago
Hilton Garden Inn Riverhead

Frequently asked questions

Searching for B&Bs in Westhampton?
If you want to find an accommodation with a small number of rooms and a cozy environment, a B&B might be the perfect option for your vacation to Westhampton. When you want to explore some of the destination's attractions, Moriches Bay is worth a visit.
Why consider a B&B over a traditional hotel room?
With attentive service, an atmosphere suited to mingling with other guests, and delectable breakfasts, B&Bs provide a truly one-of-a-kind environment.
What are the best B&Bs in Westhampton?
Here are some well-liked B&Bs in the area: Harpoon House: 9 rooms. 15.1 mi (24.3 km) from the heart of Westhampton. Enjoy the bars and unique décor. Head of Pond House: 4 rooms. 17 mi (27.4 km) from the downtown core. Enjoy the outdoor pool and patio area. The Jahmtons Guest Room: Situated 13 mi (21 km) from the heart of Westhampton. Carole's Place B & B: 2 rooms. Located 4.8 mi (7.7 km) from the core of Westhampton. Enjoy the free full breakfast and outdoor pool.
When should I book my B&B in Westhampton?
When you're dreaming of a getaway to Westhampton, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Westhampton is 54 inches.
What is there to do in Westhampton?
When you want to explore some things to do in Westhampton, consider a visit to Moriches Bay. Westhampton Beach Performing Arts Center and Suffolk Theater are also some sites to visit if you want to see more of the area.
How can I get to and around Westhampton?
Planning your excursions in and around Westhampton is easier with these transportation options. Fly into Westhampton, NY (FOK-Francis S. Gabreski), which is located 1.8 mi (2.9 km) away from the city center. Otherwise, you can search for flights to Shirley, NY (WSH-Brookhaven Calabro), which is 10.8 mi (17.3 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.