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

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Our top choices for Wainscott 4-star hotels

2 restaurants; breakfast, lunch, and dinner served

Montauk Yacht Club

Montauk Yacht Club
4.5 star property
Montauk
8.6 out of 10, Excellent, (1,000 reviews)
"Truly amazing stay! Can’t wait to come back"
United States
Alexandra
The price is SAR 3,031
SAR 3,891 total
includes taxes & fees
9 Aug - 10 Aug
Montauk Yacht Club
Courtyard Balcony King | Courtyard view

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (260 reviews)
"Highly recommend"
Australia
Jasmin
The price is SAR 3,093
SAR 4,284 total
includes taxes & fees
12 Aug - 13 Aug
Marram
Resort view

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (667 reviews)
"Location was the best. Enjoyed using the pool. View from the room of the Long Island sound was incredible. We had dinner at Haylard restaurant. On the premises and it was delicious."
United States
rosemary
The price is SAR 1,221
SAR 1,717 total
includes taxes & fees
3 Aug - 4 Aug
Sound View Greenport
Terrace/patio

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (94 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is SAR 2,466
SAR 3,099 total
includes taxes & fees
12 Aug - 13 Aug
The Pridwin Hotel
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (296 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
The price is SAR 4,131
SAR 5,192 total
includes taxes & fees
21 Jul - 22 Jul
Faraway Sag Harbor
Ocean View 2 Queens | Premium bedding, down comforters, pillowtop beds, blackout drapes

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.4 out of 10, Exceptional, (161 reviews)
"Loved this hotel and the atmosphere"
United States
Adelina
The price is SAR 2,103
SAR 2,832 total
includes taxes & fees
3 Aug - 4 Aug
Offshore Montauk
View from property

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (187 reviews)
"Lovely hotel, great facilities and very welcoming staff. Thoroughly recommend."
United Kingdom
Dan
The price is SAR 2,460
SAR 3,091 total
includes taxes & fees
22 Jul - 23 Jul
Journey East Hampton
Property entrance

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.2 out of 10, Very Good, (165 reviews)
"It was very fantastic and the staff was very helpful. Late last night, my companion had need of feminine products and the staff was able to assist by giving her own. She was a lifesaver."
United States
Min
The price is SAR 2,349
SAR 2,818 total
includes taxes & fees
27 Jul - 28 Jul
The Maidstone
View from room

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (223 reviews)
"Was a great find with great location view and amenities!!"
United States
james
The price is SAR 2,009
SAR 2,677 total
includes taxes & fees
20 Jul - 21 Jul
Hero Beach Club
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (66 reviews)
"Very beautiful hotel .no complains"
United States
Jason
The price is SAR 3,511
SAR 4,252 total
includes taxes & fees
20 Jul - 21 Jul
Canoe Place Inn and Cottages
Outdoor pool

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (153 reviews)
"Amazing"
United Kingdom
Ming Da
The price is SAR 3,824
SAR 4,383 total
includes taxes & fees
20 Jul - 21 Jul
Topping Rose House
Beach bar

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (160 reviews)
"Lovely lodging"
United States
Timothy
The price is SAR 2,911
SAR 3,325 total
includes taxes & fees
22 Jul - 23 Jul
Silver Sands Motel & Beach Bungalows
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
9.8 out of 10, Exceptional, (98 reviews)
"Fantastic hotel, great location."
United States
Tunca
The price is SAR 5,614
SAR 6,735 total
includes taxes & fees
26 Jul - 27 Jul
The Roundtree, Amagansett
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (3 reviews)
"What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being...
United States
Frank
The price is SAR 3,621
SAR 4,567 total
includes taxes & fees
20 Jul - 21 Jul
Offshore Spa & Residences
Outdoor dining

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (169 reviews)
"Beautiful property, we had a wonderful stay. Staff were very friendly and helpful, and the location is an easy walk to shops and restaurants."
United States
Lisa
The 1770 House Restaurant & Inn
Villa, 3 Bedrooms, Pets Allowed, Pool View | Exterior

Serenity at Shorewood

Serenity at Shorewood
4.0 star property
East Hampton
Serenity at Shorewood
Front of property

The Farmhouse Bed and Breakfast

The Farmhouse Bed and Breakfast
4.0 star property
Cutchogue
10.0 out of 10, Exceptional, (15 reviews)
"The place is lovely. We loved the garden the house the host th alpacas and the beach parking pass. It is really expensive to stay in that area but the place is great"
United States
Bent
The Farmhouse Bed and Breakfast
Reception hall

434 on Main

434 on Main
4.0 star property
Amagansett North
10.0 out of 10, Exceptional, (37 reviews)
"Great hosts"
United States
David
434 on Main
Exterior

The Baker House 1650

The Baker House 1650
4.5 star property
East Hampton
9.4 out of 10, Exceptional, (33 reviews)
"Absolutely best place to stay in East Hampton! Charming B&B with incredible staff. "
United States
Marcelle
The Baker House 1650
Aerial view

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
East Hampton Art House Bed & Breakfast
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Wainscott.
Mill House Inn

Mill House Inn

31 North Main Street East Hampton NY
The price is SAR 3,737 per night from Jul 21 to Jul 22
SAR 3,737
SAR 4,696 total
21 Jul - 22 Jul
includes taxes & fees
9/10 Wonderful! (88 reviews)
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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.

Learn more about Wainscott

Tucked between East Hampton and Bridgehampton, this Hamptons hamlet offers pristine beaches with gentle waves perfect for families. Rent bikes to explore Wainscott's farm stands selling local produce, then visit nearby Sag Harbor for boutique shopping and waterfront dining.

See all hotels in Wainscott
A coastal landscape with a beach, ocean waves, and a sunset sky.

Top Wainscott Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Fantastic stay"
John 1-night trip
Posted 1 day ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

What are the best 4-star hotels in Wainscott?
Kick back and relax in 4-star hotel comfort at The Maidstone. Rated highly by many of our guests, it comes with concierge services and designer toiletries. Also check out Topping Rose House. A terrace and a swimming pool help make this property another popular choice in Wainscott.
How much does it cost to stay in a 4-star hotel in Wainscott?
With Expedia's search and sort filters, landing a fabulous deal on a 4-star hotel in Wainscott just got simpler. Start by entering your chosen travel dates and length of your escape. Then list the results by price and pick a property that best suits your budget and style.

  • Search for the lowest price from SAR 4,696

What's the difference between 5-star and 4-star hotels in Wainscott?
Offering an inviting guest experience and upmarket décor, 4-star hotels are a great option for your Wainscott escape. These kinds of accommodations generally feature lots of handy amenities that make it a breeze to kick back and relax — think 24-hour room service, restaurants and pools. Or enjoy even more lavishness at a 5-star hotel designed to spoil you with high-end perks and amenities. Full-service health clubs, complimentary toiletries and world-class dining are typically included at these swanky properties.