Wainscott Hotels from S$123

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Check prices for these dates

This weekend
22 May - 24 May
Next weekend
29 May - 31 May

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Our top choices for Wainscott hotels

Exterior

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is S$652
includes taxes & fees
26 May - 27 May
Wainscott Woods Retreat
Property entrance

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (257 reviews)
"Room was very clean and staff very friendly!"
United States
Dawn
The price is S$394
includes taxes & fees
25 May - 26 May
The Sagaponack
Exterior

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.2 out of 10, Very good, (781 reviews)
"Every thing was amazing food and drinks to the fire pits on the terrace area"
United States
John
The price is S$996
includes taxes & fees
27 May - 28 May
Gurney's Montauk Resort & Seawater Spa
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (750 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is S$123
includes taxes & fees
25 May - 26 May
Shorewood Inn
Bar (on property)

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (702 reviews)
"Great place to stay"
United States
Mitchell
The price is S$318
includes taxes & fees
26 May - 27 May
The Hampton Maid
Reception

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (500 reviews)
"From check in check out , friendly staff, beautiful property & right in the middle of it all"
United States
Alexandra
The price is S$322
includes taxes & fees
27 May - 28 May
The Bentley Hotel Southampton
Terrace/patio

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (85 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is S$541
includes taxes & fees
28 May - 29 May
The Pridwin Hotel
In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (76 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is S$188
includes taxes & fees
25 May - 26 May
Hampton Bays Hotel on Main
Restaurant

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (477 reviews)
"Cute property"
United States
sabrina
The price is S$199
includes taxes & fees
25 May - 26 May
Hamlet Inn
Building design

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (614 reviews)
"Beautiful hotel facing the harbor with courteous service and staff. "
United States
Alphonso
The price is S$489
includes taxes & fees
27 May - 28 May
Sag Harbor Inn
Exterior

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (305 reviews)
"amazing stay! "
United States
Lauren
The price is S$296
includes taxes & fees
2 Jun - 3 Jun
Zey Hotel
Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (252 reviews)
"Convenient parking and proximity to all."
United States
Rosemaria
The price is S$334
includes taxes & fees
7 Jun - 8 Jun
Cliffside Resort Condominiums
Outdoor dining

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (165 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 price is S$1,155
includes taxes & fees
28 May - 29 May
The 1770 House Restaurant & Inn
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (18 reviews)
"Great stay & great staff!"
United States
James
The price is S$349
includes taxes & fees
27 May - 28 May
North Fork Resort
Desk, free WiFi, bed sheets

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (210 reviews)
"The room was very clean comfy and cozy!"
United States
Daryllyn
The price is S$236
includes taxes & fees
25 May - 26 May
Southampton Long Island Hotel
2 restaurants, breakfast served

Montauk Yacht Club

Montauk Yacht Club
4.0 star property
Montauk
8.6 out of 10, Excellent, (1,001 reviews)
"Great stay. "
United States
Jeanne
The price is S$582
includes taxes & fees
28 May - 29 May
Montauk Yacht Club
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (151 reviews)
"Parking was easy and secure. Check in was simple. Room was clean. Location to town center was great. Disappointed that restaurant wasn’t open for breakfast and in-room coffee machine unsatisfactory. Overall I was satisfied. "
United States
Kathie
The price is S$380
includes taxes & fees
26 May - 27 May
Harpoon House
Beach nearby

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
"Rooms are wonderful, quiet and the location cannot be beat. "
United States
Sophie
The price is S$892
includes taxes & fees
7 Jun - 8 Jun
The Huntting Inn
Reception

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveller
The price is S$366
includes taxes & fees
27 May - 28 May
The Penny Lane
Exterior

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (269 reviews)
"Great rooms!"
United States
Susan
The price is S$350
includes taxes & fees
25 May - 26 May
The Shoals Suites and Slips
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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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 Harbour for boutique shopping and waterfront dining.

See all hotels in Wainscott
sunset on the beach in the Hamptons with a cotton candy colored sky

Top Wainscott Hotel Reviews

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Location"
Julia 1-night trip
Posted 5 hours ago
Montauk Blue Hotel

More cheap stays in Wainscott

Shorewood Inn

Shorewood Inn

1399 Main Rd Riverhead NY
The price is S$123 per night from 25 May to 26 May
S$123
25 May - 26 May
includes taxes & fees
8.4/10 Very Good! (750 reviews)

Frequently asked questions

What's the best place to stay in Wainscott?
The Sagaponack is one of the top choices for your stay based on our traveller data. This B&B offers free parking and a seasonal outdoor pool. Other good options for your trip to the area are Gurney's Montauk Resort & Seawater Spa and Montauk Manor. See all available top hotels, or vacation rentals in Wainscott.
If I need to cancel my hotel reservation in Wainscott, will I receive a refund?
Yes, you'll find most hotel room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Wainscott.
What's the best dog-friendly accommodation option in Wainscott?
The Sagaponack is a top B&B for people travelling with their pets, and offers a seasonal outdoor pool and free WiFi for its human guests. 380 Inn is another option for a stay with your pet. See more pet-friendly hotel accommodations in Wainscott.
What are some accommodation options with pools in Wainscott?
The Sagaponack: B&B located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and sunloungers. Gurney's Montauk Resort & Seawater Spa and Montauk Manor are a couple of other choices that feature an on-site pool. View all hotels with pools in Wainscott.
What is staying in Wainscott like?
Visitors to Wainscott will definitely enjoy the beaches. Tourists can also enjoy the city's bars, coffee shops and restaurants. In Wainscott, there are 47 hotels and other accommodation options to choose from. Find out more about Wainscott.
What should I see while I'm in Wainscott?
A favourite place to visit is The Hamptons Beaches. You'll also find Georgica Beach and Wolffer Estates Vineyard in the area. Take a look at what more there is to see and do in Expedia's Wainscott guide.
What's the weather like in Wainscott?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Wainscott is 1452 mm.

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