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

Book Wainscott Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6
In one month
Sep 18 - Sep 20
In two months
Oct 16 - Oct 18

Our top choices for Wainscott bed & breakfast

Property entrance

1. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (284 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
$421 nightly
The price is $473
Sep 21 - Sep 22
Total with taxes and fees
The Sagaponack
Beach nearby

2. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (124 reviews)
"Very nice, great place."
United States
James Patrick
$612 nightly
The price is $698
Sep 7 - Sep 8
Total with taxes and fees
The Huntting Inn
Beach nearby, sun loungers, beach umbrellas, beach towels

3. The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (77 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
$651 nightly
The price is $743
Sep 21 - Sep 22
Total with taxes and fees
The Hedges Inn
Interior detail

4. Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (184 reviews)
"Staff was very courteous and the location was perfect. We would book this venue again for our next trip to the hamptons."
United States
Kim
$282 nightly
The price is $322
Sep 7 - Sep 8
Total with taxes and fees
Harpoon House
Front of property - evening/night

5. Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (89 reviews)
"Couldn't have been nicer. Dawn and Tiffany were grcious and accomodating."
Canada
Ronald
$1,107 nightly
The price is $1,265
Sep 7 - Sep 8
Total with taxes and fees
Mill House Inn
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, WiFi (free), bed sheets

6. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very Good, (45 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
$314 nightly
The price is $358
Aug 31 - Sep 1
Total with taxes and fees
West Neck Guesthouse
Aerial view

7. 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
$823 nightly
The price is $940
Sep 7 - Sep 8
Total with taxes and fees
East Hampton Art House Bed & Breakfast
Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed) | Desk, laptop workspace, iron/ironing board, WiFi (free)

8. Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (12 reviews)
"What a wonderful little gem in the heart of Watermill. This was our favorite Hamptons B&B stay and we can’t wait to comeback!"
United States
Liz
$2,340 nightly
The price is $2,673
Sep 9 - Sep 10
Total with taxes and fees
Head of Pond House
Smart TV, stereo, offices

9. Azur East, southampton

Azur East, southampton
Southampton
$819 nightly
The price is $936
Aug 31 - Sep 1
Total with taxes and fees
Azur East, southampton
Exterior

10. Arbor View House B&B

Arbor View House B&B
3.5 star property
East Marion
9.4 out of 10, Exceptional, (16 reviews)
"Wonderful stay! Will definitely be back!"
United States
Lekecia
Arbor View House B&B
Property grounds

11. Pool tennis gym Bikes all included & <2m’s fr/ all

Pool tennis gym Bikes all included & <2m’s fr/ all
Southampton
$692 nightly
The price is $786
Aug 23 - Aug 24
Total with taxes and fees
Pool tennis gym Bikes all included & <2m’s fr/ all
Smart TV, video games, offices

12. Home 2 mins. from Shinnecock Golf town SH beaches

Home 2 mins. from Shinnecock Golf town SH beaches
Southampton
$736 nightly
The price is $837
Aug 24 - Aug 25
Total with taxes and fees
Home 2 mins. from Shinnecock Golf town SH beaches
Property grounds

13. Free ride to Shinnecock Golf, SH Town or SH beache

Free ride to Shinnecock Golf, SH Town or SH beache
Southampton
$876 nightly
The price is $1,001
Aug 24 - Aug 25
Total with taxes and fees
Free ride to Shinnecock Golf, SH Town or SH beache
Smart TV, offices

14. Pool Gym Biocharger Tennis Private bath All New BR

Pool Gym Biocharger Tennis Private bath All New BR
Southampton
$811 nightly
The price is $927
Aug 24 - Aug 25
Total with taxes and fees
Pool Gym Biocharger Tennis Private bath All New BR
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wainscott Hotel Reviews

Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Clean and comfortable."
Margo 1-night trip
Posted 7 hours ago
Hampton's Vacation Inn

Find out more about Wainscott

Wainscott B&B information

Number of reviews
311
Accommodation
40 B&B
Lowest Price
$322
Highest Price
$2,673

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 $322 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.

Explore a world of travel with Expedia