A coastal landscape with a beach, ocean waves, and a sunset sky.

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Wainscott bed & breakfast

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

1. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (290 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
$236 nightly
The price is $269
Nov 1 - Nov 2
Total with taxes and fees
The Sagaponack
A beach chair with a striped cushion and a bag with a floral design.

2. The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.8 out of 10, Exceptional, (83 reviews)
"The staff was warm, welcoming, knowledgeable & helpful! The food was superb! The room was impeccable from cleanliness to the amenities provided! We absolutely loved our stay and cannot wait to return. "
United States
Lauren
$551 nightly
The price is $629
Oct 5 - Oct 6
Total with taxes and fees
The Hedges Inn
A beach with a lifeguard tower, sandy dunes, and the ocean.

3. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (131 reviews)
"Good location"
Canada
Josie
$455 nightly
The price is $519
Oct 15 - Oct 16
Total with taxes and fees
The Huntting Inn
A house with a sloped roof, large windows, and a pathway leading to the entrance.

4. Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (90 reviews)
"Proximity to East Hampton stores - so close you can walk to most things, biggest asset of this property. Room was nice, bedding excellent."
United States
Rhett
$411 nightly
The price is $470
Oct 12 - Oct 13
Total with taxes and fees
Mill House Inn
A staircase with a white railing, a white chandelier, and framed artwork on the walls.

5. Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (197 reviews)
"Wonderful place great location I definitely recommend!"
United States
Yuliya V
$244 nightly
The price is $278
Oct 15 - Oct 16
Total with taxes and fees
Harpoon House
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

6. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65 reviews)
"The hosts were really nice and the breakfast is excellent!"
United States
IVAN
$617 nightly
The price is $705
Nov 1 - Nov 2
Total with taxes and fees
East Hampton Art House Bed & Breakfast
A deck with a wicker sofa and cushions, surrounded by a white fence and trees.

7. Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home
Sag Harbor
$722 nightly
The price is $824
Oct 2 - Oct 3
Total with taxes and fees
Large Room w use of pool/tennis in Spacious home
A bedroom with a bed, bedside tables, a lamp, a window, and a door.

8. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (46 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
West Neck Guesthouse
A dining area with a wooden table, chairs, and a view of greenery through large windows.

9. Carole's Place B & B

Carole's Place B & B
3.0 star property
East Quogue
9.8 out of 10, Exceptional, (87 reviews)
"I really enjoyed our stay here!"
United States
carolyn
$170 nightly
The price is $194
Oct 23 - Oct 24
Total with taxes and fees
Carole's Place B & B
A spacious living room with a large sofa, a coffee table, and a television mounted on the wall.

10. Garden Oasis B&B w/ Pool & Bikes in Southampton

Garden Oasis B&B w/ Pool & Bikes in Southampton
Southampton
$886 nightly
The price is $1,009
Nov 1 - Nov 2
Total with taxes and fees
Garden Oasis B&B w/ Pool & Bikes in Southampton
A spacious living room with a large sofa, a coffee table, a fireplace, and a television mounted on the wall.

11. B&B Near Shinnecock: Pool, Tennis, Beach Access

B&B Near Shinnecock: Pool, Tennis, Beach Access
Southampton
$429 nightly
The price is $487
Oct 4 - Oct 5
Total with taxes and fees
B&B Near Shinnecock: Pool, Tennis, Beach Access
A dark-colored SUV parked on a paved surface with a wooded area in the background.

12. Lux Southampton B&B: Pool, Tennis, Gym & Bikes

Lux Southampton B&B: Pool, Tennis, Gym & Bikes
Southampton
$480 nightly
The price is $545
Oct 4 - Oct 5
Total with taxes and fees
Lux Southampton B&B: Pool, Tennis, Gym & Bikes
A dark blue SUV parked on a paved area with trees in the background.

13. Luxury B&B: Pool, Tennis, Free Local Rides

Luxury B&B: Pool, Tennis, Free Local Rides
Southampton
$400 nightly
The price is $457
Oct 4 - Oct 5
Total with taxes and fees
Luxury B&B: Pool, Tennis, Free Local Rides
A spacious living room with a large sofa, a coffee table, a fireplace, and a television mounted on the wall.

14. Private B&B w/ Pool, Gym, Tennis & Biocharger

Private B&B w/ Pool, Gym, Tennis & Biocharger
Southampton
$566 nightly
The price is $647
Oct 4 - Oct 5
Total with taxes and fees
Private B&B w/ Pool, Gym, Tennis & Biocharger
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

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Love the ocean views"
Julie 1-night trip
Posted 7 hours ago
Montauk Blue Hotel

Find out more about Wainscott

Wainscott B&B information

Number of reviews
480
Accommodation
40 B&B
Lowest Price
$194
Highest Price
$1,009

Frequently asked questions

What are the most popular Wainscott Bed and Breakfasts?
The Sagaponack is a delightful choice for travelers seeking a memorable stay in Wainscott, boasting an impressive 8.8 rating. Guests rave about the attentive staff and prime location, making it a superb escape for couples and solo adventurers alike. The shared outdoor pool, complete with sun loungers and umbrellas, provides a serene spot to unwind after a day of exploration, allowing you to soak in the sun in a relaxed atmosphere.
What is the nightly rate for a B&B in Wainscott?
Prices for B&Bs in Wainscott often vary, but you can find a great deal from $194 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Wainscott B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Wainscott?
April to June is the most popular time to book a B&B in Wainscott, as this period ushers in the vibrant spring and early summer season. Travelers flock to this picturesque destination, eager to enjoy the beautiful beaches, charming local shops, and a variety of outdoor activities. With mild temperatures ranging from the low 50s to the mid-70s Fahrenheit, it's a great time for leisurely strolls along the coastline or indulging in fresh seafood at local eateries.

The peak season in Wainscott draws visitors who appreciate the lively atmosphere of summer, with events and activities at their height. From beach days to cycling along scenic paths, the area offers a wealth of adventures that cater to those seeking both relaxation and excitement.

For those considering a more budget-friendly option, visiting in December can be quite appealing. While winter may bring cooler temperatures (in the 30s to low 40s Fahrenheit), the serene beauty of the off-season allows for peaceful exploration of the area. Enjoying the tranquil beaches and festive holiday decorations can provide a great experience that's often overlooked.
What is the difference between a Wainscott Bed & Breakfast and a hotel?
Every Wainscott B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Wainscott B&Bs.

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