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

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (144)
"Sara at the front desk was helpful. I had a cottage and it was noisy. I could hear the persons television next door and the cars from the street all night. There was snacks at night. The breakfast was just continental. "
The price is AED 673
AED 958 total
includes taxes & fees
6 Apr - 7 Apr
The Sagaponack

Harpoon House

3.0 star property
8.2 out of 10, Very Good, (115)
"Place was great! Love the area and place was also very clean and quiet. Great stay and would definitely come back."
The price is AED 1,202
AED 1,373 total
includes taxes & fees
11 Apr - 12 Apr
Harpoon House

Carole's Place B & B

3.0 star property
9.6 out of 10, Exceptional, (67)
"We stayed with Carole for two nights, and we absolutely loved her place! The location was perfect for us—central and convenient. From the moment we arrived, we felt right at home. She has created such a warm and cozy space, and her hospitality made all the difference. We truly appreciated her kindness and how welcoming she was. Without a doubt, we’ll be staying with her again the next time we visit Long Island!"
The price is AED 496
AED 567 total
includes taxes & fees
21 Apr - 22 Apr
Carole's Place B & B

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (68)
"What a lovely space and wonderful thoughtful staff! Absolutely loved everything about it, and the breakfast was beyond excellence! Hats off to the chef you can tell she cooked with ❤️ love. Highly Recommend you experience it for yourself. "
The price is AED 1,194
AED 1,500 total
includes taxes & fees
17 Apr - 18 Apr
Mill House Inn

The 1708 House

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is AED 1,093
AED 1,276 total
includes taxes & fees
26 Apr - 27 Apr
The 1708 House

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (87)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is AED 1,495
AED 1,744 total
includes taxes & fees
4 May - 5 May
The Huntting 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! "
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

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (68)
"Super friendly staff, very accommodating! We can’t wait to return. "
The Hedges Inn

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (61)
"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "
The price is AED 1,551
AED 1,773 total
includes taxes & fees
14 Apr - 15 Apr
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

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. "
The price is AED 1,230
AED 1,405 total
includes taxes & fees
7 Apr - 8 Apr
Stirling House Bed & Breakfast

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (13)
"This house was old but beautiful and decorated nicely inside. "
Arbor View House B&B

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>

Large Room w use of pool/tennis in Spacious home

The price is AED 826
AED 1,339 total
includes taxes & fees
6 Apr - 7 Apr
Large Room w use of pool/tennis in Spacious home

Harbor Knoll Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (9)
"We stayed here for our mini moon and couldn't have asked for a better weekend! We loved hanging out at the inn and getting to know Leueen and the other guests. The inn is walking distance to the main streets and the train. Will definitely visit again!"
Harbor Knoll Bed & Breakfast

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

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

The Baker House 1650

4.5 star property
9.4 out of 10, Exceptional, (33)
"Absolutely best place to stay in East Hampton! Charming B&B with incredible staff. "
The Baker House 1650
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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Other property types in Wainscott

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1149)
"the location is great and price is reasonable. "
The price is AED 545
AED 695 total
includes taxes & fees
21 Apr - 22 Apr
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (368)
"Had a great stay here . Staff was friendly and check in and out was a breeze . Was very clean and comfortable. Only complaint was I couldn’t get a hot shower . Otherwise place is excellent. Shops , restaurants and bars are all a short walk . "
The price is AED 500
AED 611 total
includes taxes & fees
9 Apr - 10 Apr
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (282)
"2nd loft bedroom/bath was especially nice"
The price is AED 484
AED 633 total
includes taxes & fees
10 Apr - 11 Apr
Windward Shores Ocean Resort
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.

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. Harpoon House: 9 rooms. Situated 8.4 mi (13.5 km) from the heart of Wainscott. Enjoy the bars and unique décor. East Hampton Art House Bed & Breakfast: 2 rooms. 9 mi (14.5 km) from the heart of downtown. Enjoy the free full breakfast and fitness center. The 1708 House: 7 rooms. Located 8.4 mi (13.5 km) from the core of Wainscott. Enjoy the free full breakfast and fireplace in the lobby.
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.