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Our top choices for Wainscott bed & breakfast

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (229 reviews)
"Very charming, I stayed in one of the cottages, comfortable and well equipped."
United States
Gina
$196 nightly
The price is $220
Mar 22 - Mar 23
Total with taxes and fees
The Sagaponack

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (149 reviews)
"Great spot!"
United States
Keith
$170 nightly
The price is $194
Mar 21 - Mar 22
Total with taxes and fees
Harpoon House

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (81 reviews)
"It is a very nice place, the staff is very friendly and the breakfast is very good. Also they have delicious teas, coffee, hot cider and snacks. We definitely recommend this hotel "
United States
Eliane
$275 nightly
The price is $314
Mar 22 - Mar 23
Total with taxes and fees
Mill House Inn

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful stay"
United States
Judy
$345 nightly
The price is $395
Mar 31 - Apr 1
Total with taxes and fees
Vine & Sand

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 $410
Mar 22 - Mar 23
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
"Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! "
United States
Valerie
$389 nightly
The price is $443
Mar 23 - Mar 24
Total with taxes and fees
The Huntting Inn

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 review)
"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.
$395 nightly
The price is $452
Mar 22 - Mar 23
Total with taxes and fees
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--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 review)
"Great experience. Wonderful hosts. "
United States
Mark L.
$359 nightly
The price is $410
Mar 22 - Mar 23
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home
Sag Harbor
$706 nightly
The price is $806
Mar 21 - Mar 22
Total with taxes and fees
Large Room w use of pool/tennis in Spacious home

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
$395 nightly
The price is $452
Mar 22 - Mar 23
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 Wainscott Hotel Reviews

Find out more about Wainscott

Wainscott B&B information

Number of reviews
580
Accommodation
33 B&B
Lowest Price
$194
Highest Price
$806

Frequently asked questions

What are the most popular Wainscott Bed and Breakfasts?
The Sagaponack is a delightful choice for travelers seeking a memorable stay in Wainscott, boasting an impressive 8.8 rating. Guests rave about the attentive staff and prime location, making it a superb escape for couples and solo adventurers alike. The shared outdoor pool, complete with sun loungers and umbrellas, provides a serene spot to unwind after a day of exploration, allowing you to soak in the sun in a relaxed atmosphere.
What is the nightly rate for a B&B in Wainscott?
Prices for B&Bs in Wainscott often vary, but you can find a great deal from $194 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Wainscott 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 and Breakfast in Wainscott?
April to June is the most popular time to book a B&B in Wainscott, as this period ushers in the vibrant spring and early summer season. Travelers flock to this picturesque destination, eager to enjoy the beautiful beaches, charming local shops, and a variety of outdoor activities. With mild temperatures ranging from the low 50s to the mid-70s Fahrenheit, it's a great time for leisurely strolls along the coastline or indulging in fresh seafood at local eateries.

The peak season in Wainscott draws visitors who appreciate the lively atmosphere of summer, with events and activities at their height. From beach days to cycling along scenic paths, the area offers a wealth of adventures that cater to those seeking both relaxation and excitement.

For those considering a more budget-friendly option, visiting in December can be quite appealing. While winter may bring cooler temperatures (in the 30s to low 40s Fahrenheit), the serene beauty of the off-season allows for peaceful exploration of the area. Enjoying the tranquil beaches and festive holiday decorations can provide a great experience that's often overlooked.
What is the difference between a Wainscott Bed & Breakfast and a hotel?
Every Wainscott 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 Wainscott B&Bs.

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