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Compare 20 B&B in Wainscott with updated reviews, rates, and availability.

The Sagaponack
Exterior
The Sagaponack
3.0 star property
8.6 out of 10, Excellent, (110)
"Nicely renovated property inbetween Bridgehampton and Southampton. Nice well equipped room. Free snacks, beach access and beach parking pass. "
The price is ₩229,269
₩307,771 total
includes taxes & fees
Oct 1 - Oct 2
The Sagaponack
Harpoon House
Porch
Harpoon House
3.0 star property
8.2 out of 10, Very Good, (107)
"Eclectic, small guest house. The carpeting definitely needed an upgrade but the room was clean very spacious, large bathroom bed was very comfortable. There was a covered deck with large couches which was good for lounging. Wonderful location right in the middle of the town. "
The price is ₩260,893
₩297,745 total
includes taxes & fees
Sep 29 - Sep 30
Harpoon House
The Huntting Inn
Exterior
The Huntting Inn
3.5 star property
8.6 out of 10, Excellent, (81)
"It was a great location."
The price is ₩568,390
₩661,863 total
includes taxes & fees
Oct 27 - Oct 28
The Huntting Inn
Carole's Place B & B
Property grounds
Carole's Place B & B
3.0 star property
9.4 out of 10, Exceptional, (62)
"place was clean. Owner was friendly. Nice experience."
The price is ₩197,646
₩225,567 total
includes taxes & fees
Oct 9 - Oct 10
Carole's Place B & B
West Neck Guesthouse
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets
West Neck Guesthouse
3.5 star property
8.0 out of 10, Very Good, (31)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
The price is ₩434,821
₩496,249 total
includes taxes & fees
Sep 28 - Sep 29
West Neck Guesthouse
East Hampton Art House Bed & Breakfast
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (59)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is ₩834,857
₩952,786 total
includes taxes & fees
Oct 1 - Oct 2
East Hampton Art House Bed & Breakfast
Mill House Inn
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (55)
"Incredible stay at this property with five star service and amazing staff. Every detail was thought through and they truly want to make it the best experience for all their guests. Walking distance to town and nearby shops and restaurants and easy to access other towns and areas from the location. Would highly reccomend!!"
The price is ₩428,233
₩537,597 total
includes taxes & fees
Oct 27 - Oct 28
Mill House Inn
Harbor Knoll Bed & Breakfast
Living area
Harbor Knoll Bed & Breakfast
3.0 star property
8.8 out of 10, Excellent, (8)
"Charming bed and breakfast in a great location right on the water…perfect for a romantic getaway!"
Harbor Knoll Bed & Breakfast
434 on Main
Reception hall
434 on Main
4.0 star property
10.0 out of 10, Exceptional, (35)
"Great hosts"
434 on Main
Vine & Sand
Interior entrance
Vine & Sand
3.0 star property
10.0 out of 10, Exceptional, (5)
"Johnny and Mark are wonderful hosts! The property was beautifully appointed and maintained, and the breakfast spread was as beautiful as it was delicious complete with fresh eggs from their chickens and fresh tomatoes from their garden. Our room was lovely, and the towels were wonderfully plush. All of the amenities and extra touches made the entire experience extra special."
Vine & Sand
Stirling House Bed & Breakfast
Dock
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."
Stirling House Bed & Breakfast
The Hedges Inn
Room One: Large Queen Guestroom | Egyptian cotton sheets, premium bedding, in-room safe
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
The Baker House 1650
Indoor pool, seasonal outdoor pool, sun loungers
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
The Farmhouse Bed and Breakfast
Garden
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
Exterior
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
The Mainstay
Balcony
The Mainstay
4.0 star property
The Mainstay
Shorecrest Bed and Breakfast
Garden
Shorecrest Bed and Breakfast
3.5 star property
9.8 out of 10, Exceptional, (18)
"We had a really nice, two night stay! The breakfasts were delicious and accommodations were really nice!"
Shorecrest Bed and Breakfast
North Fork Guest House
Exterior
North Fork Guest House
3.5 star property
9.8 out of 10, Exceptional, (10)
"This is a lovely inn with even lovelier hosts! Absolutely exceeded my expectations."
North Fork Guest House
Fordham House
Exterior
Fordham House
3.0 star property
10.0 out of 10, Exceptional, (16)
"Fantastic couple runs this B&B. Very nice, helpful and accommodating!!!!!!! Beautiful House, Great Breakfast, Nice Area & Wonderful Hosts!"
Fordham House
Maison Vivienne Southampton
Suite, 1 King Bed | Free WiFi
Maison Vivienne Southampton
3.5 star property
4.8 out of 10, (8)
"Horrific service. Flew in from California to attend the Hamptons International Film Festival, drove 3 hours to get there, and this hotel took it upon themselves to cancel my reservation without ever contacting me the day before I arrived. I called when I was 5 mins from the hotel to make sure my room was ready which is when I found out they decided to cancel my reservation with the reason being because I chose to pay at the hotel vs. pay in advance so they gave my room to someone willing to pay...
Maison Vivienne Southampton
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Other property types in Wainscott

Montauk Manor
Front of property - evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1052)
"Great hotel loved the architecture and the grounds. "
The price is ₩354,577
₩430,420 total
includes taxes & fees
Sep 29 - Sep 30
Montauk Manor
The Surf Club
On the beach, white sand
The Surf Club
3.5 star property
8.6 out of 10, Excellent, (247)
"On the beach Heated pool Great facilities"
The price is ₩336,869
₩457,072 total
includes taxes & fees
Oct 10 - Oct 11
The Surf Club
Montauk Oceanside Suites
Apartment | Private kitchen | Fridge, microwave, stovetop
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very Good, (334)
"The hotels in this area have been around for a very long time. They have that weathered look. This hotel had what we were looking for. No frills and clean. We had a one bedroom, with an open dining /living room and galley kitchen. The kitchen came equipped with coffee maker, dishwasher, full size refrigerator and stove. The location was great one block from the ocean, one block to the center of town. Take the LIRR taxi over and you don’t need a car for a weekend getway. Enjoy! "
The price is ₩185,181
₩224,512 total
includes taxes & fees
Oct 23 - Oct 24
Montauk Oceanside Suites
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 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.