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Compare 26 B&B in Wainscott with updated reviews, rates, and availability.

The Sagaponack
Room

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (126)
"I really liked the manager Shelby. She went above and beyond to make us feel welcome. She was hospitable, warm and friendly. The room was new, however the bathroom was very small and it was challenging to adjust the water temperature in the shower .But overall it exceeded my expectations. "
The price is AED 585
AED 796 total
includes taxes & fees
29 Dec - 30 Dec
The Sagaponack
The Huntting Inn
Exterior

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 1,315
AED 1,538 total
includes taxes & fees
9 Jan - 10 January 2025
The Huntting Inn
Harpoon House
Reception

Harpoon House

3.0 star property
8.2 out of 10, Very Good, (109)
"The place and the room were great and extremely well equipped. This was an independent stay, but staff was very efficient and friendly in checking us in."
The price is AED 599
AED 684 total
includes taxes & fees
2 Jan - 3 January 2025
Harpoon House
Mill House Inn
Front of property

Mill House Inn

5.0 star property
8.8 out of 10, Excellent, (60)
"our second time back, staff is so lovely and attentive. just like being at home! "
The price is AED 918
AED 1,153 total
includes taxes & fees
1 Jan - 2 January 2025
Mill House Inn
Carole's Place B & B
Front of property

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!"
Carole's Place B & B
434 on Main
Front of property

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (35)
"Great hosts"
434 on Main
West Neck Guesthouse
Property grounds

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
The Hedges Inn
Front of property

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
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is AED 1,551
AED 1,771 total
includes taxes & fees
30 Dec - 31 Dec
East Hampton Art House Bed & Breakfast
The Baker House 1650
Exterior

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
Vine & Sand
Room

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (6)
"My husband and I escaped to Long Island for a beautiful fall weekend and thoroughly enjoyed our stay at Vine + Sand. The hosts were very friendly and helpful with restaurant reservations and offered great tips for local activities. The accommodations were eco-friendly, modern and super comfortable and the breakfast in the morning offered delicious pastries and other homemade foods from local bakeries and markets which were a great touch. The location was private yet close enough to get to town...
Vine & Sand
Historical Bed and breakfast<br>
Exterior

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>
Harbor Knoll Bed & Breakfast
Exterior

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
Front of property

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
Arbor View House B&B
Room

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
Large Room w use of pool/tennis in Spacious home
Dining

Large Room w use of pool/tennis in Spacious home

The price is AED 2,332
AED 2,916 total
includes taxes & fees
31 Dec - 1 January 2025
Large Room w use of pool/tennis in Spacious home
Stirling House Bed & Breakfast
Beach/ocean view

Stirling House Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (22)
"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."
The price is AED 1,024
AED 1,169 total
includes taxes & fees
30 Dec - 31 Dec
Stirling House Bed & Breakfast
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
The bedoom

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
The bedroom

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
The bedroom

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.
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Other property types in Wainscott

Montauk Manor
Exterior

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1087)
"Charming and historic hotel in Montauk. Drive on up or take a taxi from the train station as there are no real sidewalks in this area. The building is beautiful and in great condition thanks to years of care and maintenance. My ground-floor suite came with a kitchenette, living room, and private patio, though I did not make use of the patio as it was 20° in December when I visited. I recommend paying a visit to Monte’s, the hotel restaurant, which appears to be popular among locals and outside...
The price is AED 481
AED 621 total
includes taxes & fees
7 Jan - 8 January 2025
Montauk Manor
Montauk Oceanside Suites
Front of property

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very Good, (347)
"Needs to have someone man the phones…"
The price is AED 472
AED 575 total
includes taxes & fees
30 Dec - 31 Dec
Montauk Oceanside Suites
Windward Shores Ocean Resort
Property grounds

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (264)
"Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!"
The price is AED 464
AED 609 total
includes taxes & fees
7 Jan - 8 January 2025
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.East Hampton Art House Bed & Breakfast: 2 rooms. 9 mi (14.5 km) from the downtown core. Enjoy the free full breakfast and fitness center. Harpoon House: 9 rooms. Situated 8.4 mi (13.5 km) from the heart of Wainscott. Enjoy the bars and unique décor. Mill House Inn: 10 rooms. 3.7 mi (5.9 km) from the heart of downtown. Enjoy the free cooked breakfast and designer toiletries. The Baker House 1650: 13 rooms. Located 3 mi (4.8 km) from the core of Wainscott. Enjoy the free full 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 Wolffer Estates Vineyard or East Hampton Main Beach 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.