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Check prices for these dates

Next weekend
15 May - 17 May
In two weeks
22 May - 24 May
In one month
5 Jun - 7 Jun
In two months
3 Jul - 5 Jul

Our top choices for Wainscott bed & breakfast

Property entrance

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (255 reviews)
"Room was very clean and staff very friendly!"
United States
Dawn
The price is AED 1,098
AED 1,383 total
includes taxes & fees
8 Jun - 9 Jun
The Sagaponack
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (150 reviews)
"Room was clean. Bathroom was refinished. "
United States
robert
The price is AED 955
AED 1,091 total
includes taxes & fees
10 May - 11 May
Harpoon House
Interior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful stay"
United States
Judy
The price is AED 1,192
AED 1,362 total
includes taxes & fees
12 May - 13 May
Vine & Sand
Front of property - evening/night

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (84 reviews)
"The breakfast is amazing, beds super comfortable and grounds stunning. Location was perfect and staff wonderful. Also the tub in our room was incredible. Only suggestion would be for coffee in the room in the morning. Otherwise it was a literal perfect stay "
United States
Jessica
The price is AED 1,653
AED 2,077 total
includes taxes & fees
13 May - 14 May
Mill House Inn
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.0 out of 10, Very Good, (37 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is AED 804
AED 919 total
includes taxes & fees
31 May - 1 Jun
West Neck Guesthouse
Interior

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 1,177
AED 1,537 total
includes taxes & fees
10 May - 11 May
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Outdoor dining

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24 reviews)
"This was a great place to stay with old word charm. If you are looking for a quiet getaway with a beautiful view of the ocean this is it. The breakfast that we had were much better that what you could get in town. My wife and I can't wait to go back."
United States
steve
The price is AED 1,847
AED 2,110 total
includes taxes & fees
15 May - 16 May
Stirling House Bed & Breakfast
Beach nearby

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
"Rooms are wonderful, quiet and the location cannot be beat. "
United States
Sophie
The price is AED 1,678
AED 1,953 total
includes taxes & fees
10 May - 11 May
The Huntting Inn
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 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.
The price is AED 1,281
AED 1,673 total
includes taxes & fees
10 May - 11 May
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--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.
The price is AED 1,177
AED 1,537 total
includes taxes & fees
10 May - 11 May
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 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 1,281
AED 1,673 total
includes taxes & fees
10 May - 11 May
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

Ocean Surf Resort

Ocean Surf Resort

4/10 Poor
"We’ve stayed at this hotel before in the winter and it was a great. This time we were staying there and there was no heat. All they had was a small space heater for the room. Fortunately the front desk gave us a refund and we went to another hotel but just know there isn’t heat in the rooms in the winter except a space heater."
Laura 1-night trip
Posted 5 hours ago
Ocean Surf Resort

Frequently asked questions

Searching for B&Bs in Wainscott?
Whether you're on a family vacation and want a small, cozy place to stay, or you're traveling solo and looking to chat with locals, a B&B might be the right choice for your trip. If you're hoping to spend some time walking along the water in Wainscott, The Hamptons Beaches is worth a visit.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to meet other guests, and of course a full breakfast, B&Bs provide a truly one-of-a-kind setting.
What are the top B&Bs in Wainscott?
Below are some well-liked B&Bs in the surrounding area: The Sagaponack: 1 mi (1.7 km) from the heart of Wainscott.Harpoon House: 9 rooms. 8.4 mi (13.5 km) from the downtown core. Enjoy the bars and unique décor. The Huntting Inn: 19 rooms. Situated 3.4 mi (5.4 km) from the heart of Wainscott. Enjoy the fireplace in the lobby and bar/lounge. Mill House Inn: 10 rooms. 3.7 mi (5.9 km) from the heart of downtown. Enjoy the free cooked breakfast and designer toiletries.
When is the best time to stay at a B&B in Wainscott?
When you're dreaming of a trip to Wainscott, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wainscott is 57 inches.
What is there to do in Wainscott?
When you want to explore some things to do in Wainscott, consider a visit to The Hamptons Beaches. You might also consider a trip to sites like Georgica Beach or Wolffer Estates Vineyard if you have time to see more of the area.
How can I get to and around Wainscott?
Planning your excursions in and around Wainscott is easier with these transportation options. Fly into East Hampton, NY (HTO), which is located 1.7 mi (2.7 km) from the city center. You can also search for flights into Montauk, NY (MTP), which is 19 mi (30.7 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.