Photo by Miriam Marcus

Wainscott Hotels from S$145

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Wainscott hotels

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (220)
Escape to this Wainscott retreat featuring free WiFi and parking. Located only 5 minutes from pristine Hamptons shorelines and Wolffer Estates Vineyard. The attentive staff receives consistent praise while the refreshing outdoor pool enhances summer stays.

"The property and room was clean, easily accessible, and staff were very friendly. We would stay here again!"
United States
Daren
The price is S$270
includes taxes & fees
16 Jan - 17 Jan
The Sagaponack

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9)
Situated adjacent to fairways, this serene Wainscott hotel offers complimentary WiFi and parking. Cool off in the seasonal outdoor pool after exploring nearby Wolffer Estates Vineyard. A garden and terrace create perfect spaces for unwinding in Hamptons tranquility.

"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$1,399
includes taxes & fees
6 Jan - 7 Jan
Wainscott Woods Retreat

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (445)
This charming Southampton motel offers a peaceful garden and terrace. Enjoy easy access to Shinnecock Hills Golf Course while rooms provide convenient refrigerators and microwaves. Hiking trails, kayaking, and free WiFi enhance your stay near scenic beaches.

"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is S$145
includes taxes & fees
6 Jan - 7 Jan
Hamlet Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (713)
Peaceful motel stay with thoughtful staff, clean accommodation, and free WiFi and parking. Explore nearby Sherwood House and Jamesport Vineyards, with convenient access to Mattituck Station just a short drive away.

"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
Shorewood Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (558)
Set along the waterfront in Greenport, this charming hotel offers a tranquil retreat with easy access to the local train station. Enjoy a refreshing dip in the seasonal outdoor pool or maintain your workout routine at the 24-hour fitness centre.

"Room and staff were amazing. "
United States
Manuel
The price is S$235
includes taxes & fees
1 Feb - 2 Feb
The Harbor Front Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (882)
Located near Montauk Station, this welcoming motel features a seasonal outdoor pool and garden terrace. Explore neighbouring hiking and biking trails or visit Montauk Marine Basin and Gin Beach. Guests praise the helpful staff, clean rooms, free WiFi and parking.

"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1279)
Unwind at this Italian-inspired aparthotel offering both indoor and outdoor swimming. Enjoy Monte's dining, 24-hour fitness centre, and in-room kitchenettes. Located minutes from Montauk Station with Shadmoor State Park and Fort Pond nearby.

"Very beautiful place, staff are amazing. Thank you"
United States
Frank
The price is S$229
includes taxes & fees
6 Jan - 7 Jan
Montauk Manor

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
Escape to this guesthouse on Chase Creek, where a serene golf course setting meets waterfront tranquility. Enjoy convenient self parking and WiFi, plus a welcoming terrace. Shelter Island Country Club and Sylvester Manor await nearby.

" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is S$153
includes taxes & fees
6 Jan - 7 Jan
House on Chase Creek

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (234)
Discover coastal charm at this waterfront Southold retreat offering free bicycles for exploring nearby wineries. Unwind with drinks at the bar after a day visiting The Old Field Vineyards or relaxing at Crescent Beach, all while enjoying attentive service from the friendly staff.

"Great stay, will definitely go again"
United States
ANTONIO J
The price is S$237
includes taxes & fees
19 Jan - 20 Jan
The Shoals Suites and Slips

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (93)
"Hotel was beautiful !!"
United States
Erica
The price is S$244
includes taxes & fees
19 Jan - 20 Jan
Offshore Montauk

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (603)
Experience coastal luxury at this oceanfront hotel with direct beach access and scenic vistas. Enjoy American fare at The Halyard restaurant or drinks at one of 3 bars including a poolside option. The seasonal outdoor pool, free breakfast, and attentive staff create an idyllic Greenport retreat.

"Nice place"
United States
Mateusz
The price is S$269
includes taxes & fees
14 Jan - 15 Jan
Sound View Greenport

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (976)
Situated by the ocean with outdoor tennis courts and a swimming pool, this Southampton hotel is close to food and shopping. Convenient to Sebonack and Shinnecock Hills Golf Course, with free WiFi and parking. Guests praise the helpful staff.

"Good place to stay in this area"
United States
Brenda
The Atlantic Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206)
This Southampton hotel offers a convenient home base with free WiFi and parking. Located within a 10-minute drive of Cooper's Beach, guests can enjoy the outdoor pool after exploring nearby attractions and the cultural museum.

"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is S$161
includes taxes & fees
6 Jan - 7 Jan
Southampton Long Island Hotel

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (417)
This welcoming hotel offers free WiFi and parking just 15 minutes from The Hamptons Beaches. Enjoy the seasonal outdoor pool after exploring nearby attractions like Sebonack and Shinnecock Hills golf courses, with water activities moments away.

"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is S$182
includes taxes & fees
22 Jan - 23 Jan
The Bentley Hotel Southampton

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31)
This welcoming motel offers convenient access to The Hamptons Beaches and Cooper's Beach. Enjoy complimentary WiFi and parking, with Meschutt Beach nearby and 24-hour front desk service. Hampton Bays Station is just a 6-minute drive away.

"Great staff"
United States
Douglas
The price is S$197
includes taxes & fees
6 Jan - 7 Jan
Sea Haven Resort Motel

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (297)
Discover a charming coastal retreat with a seasonal pool and complimentary bicycles to explore Montauk's natural beauty. Just a quick drive from South Edison Beach and Montauk Point, this hotel offers convenient access to hiking trails and water activities.

"Daunts is our home away from home when we visit Montauk. From the convenience to the superb hospitality and comfortable rooms. If you’re visiting MTK you have to stay at Daunts, and their pet friendly "
United States
Yohayna
Daunt's Albatross Motel

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (161)
Exploring the Hamptons is effortless from this charming hotel with complimentary breakfast and bicycle rentals. Just minutes from beautiful beaches and the Amelia Cottage Museum, guests can relax in the seasonal outdoor pool or garden.

"Amazing stay"
United States
Liana
Journey East Hampton

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (553)
Experience coastal charm at this Tudor-style inn with a seasonal pool and tennis court. Just 5 minutes from Hamptons beaches and walking distance to shops and restaurants. Claude's serves local cuisine while 3 bar options enhance the quiet, family-friendly atmosphere.

"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is S$315
includes taxes & fees
6 Jan - 7 Jan
Southampton Inn

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (143)
Soak in bay vistas at this Greenport beach hotel with 2 bars and 3 dining options. After a massage at the full-service spa, grab a complimentary bike to explore nearby Railway Museum and East End Seaport Maritime Museum.

"Everything was excellent, best hotel on the north fork. "
United States
Dan
Silver Sands Motel & Beach Bungalows

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (312)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

Amerikanischer Strand auf Long Island bei New York

Top Wainscott Hotel Reviews

More cheap stays in Wainscott

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 Blue Hotel. 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: Features free self parking, a seasonal outdoor pool and sunloungers. Gurney's Montauk Resort & Seawater Spa and Montauk Blue Hotel 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 43 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.

Explore a world of travel with Expedia