Photo by Miriam Marcus

Search B&B in Wainscott

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 33 B&B in Wainscott with updated reviews, rates, and availability.

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (154)
"Cute spot close to Sag and Wolfer Esate."
The price is AED 1,231
AED 1,595 total
includes taxes & fees
17 Jun - 18 Jun
The Sagaponack

Carole's Place B & B

3.0 star property
10.0 out of 10, Exceptional, (34)
"Loved our visit."
Carole's Place B & B

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (90)
"Best place to stay in East Haven! Location is perfect, attention can’t "
The price is AED 2,123
AED 2,462 total
includes taxes & fees
22 Jun - 23 Jun
The Huntting Inn

Harpoon House

3.0 star property
8.2 out of 10, Very Good, (116)
"Our stay was spectacular!"
The price is AED 753
AED 860 total
includes taxes & fees
9 Jun - 10 Jun
Harpoon House

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (61)
"The hosts were really nice and the breakfast is excellent!"
The price is AED 2,799
AED 3,198 total
includes taxes & fees
10 Jun - 11 Jun
East Hampton Art House Bed & Breakfast

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (35)
"Great hosts"
434 on Main

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (69)
"I loved The Mill House Inn! Kenny, the general manager was so amazing! He was so kind and accommodating, and went above and beyond to make my stay wonderful! He is a gem! I got a free upgrade as it was a slow weekend in early spring. My room was large and amazing and so comfortable. Can’t wait to stay here again on my next visit! Thank you Kenny!🙏"
The price is AED 1,745
AED 2,193 total
includes taxes & fees
10 Jun - 11 Jun
Mill House Inn

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very Good, (32)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
The price is AED 804
AED 919 total
includes taxes & fees
9 Jun - 10 Jun
West Neck Guesthouse

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (7)
"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

Harbor Knoll Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (9)
"Beautiful bed and breakfast with gorgeous views. Close to shops and restaurants but far enough to be private and quiet. Will definitely be coming back"
Harbor Knoll Bed & Breakfast

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (68)
"Absolutely fabulous homely and beautifully decorated Conveniently located between downtown and the beach so easy to walk"
The price is AED 2,200
AED 2,694 total
includes taxes & fees
9 Jun - 10 Jun
The Hedges Inn

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

Stirling House Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (23)
"Very comfortable king size bed. Excellent gourmet breakfast, discreet host. Older house, but all the comforts. Absolutely every need provided for. "
Stirling House Bed & Breakfast

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (13)
"Two mid age couples just had a good and relaxing time with great hospitality. "
Arbor View House B&B

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (10)
"Lovely B&B run by a lovely couple"
The Farmhouse Bed and Breakfast

Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home

Historical Bed and breakfast<br>

8.6 out of 10, Excellent, (4)
"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>

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 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

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
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.
Save an average of 15% on thousands of hotels when you're signed in

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.Mill House Inn: 10 rooms. 3.7 mi (5.9 km) from the downtown core. Enjoy the free cooked breakfast and designer toiletries. East Hampton Art House Bed & Breakfast: 2 rooms. Situated 9 mi (14.5 km) from the heart of Wainscott. Enjoy the free full breakfast and fitness center. The Huntting Inn: 19 rooms. Located 3.4 mi (5.4 km) from the core of Wainscott. Enjoy the fireplace in the lobby and bar/lounge.
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.