Book Hotels in Wainscott, NY
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Top Wainscott hotels

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $163 total per night from Apr 28 to Apr 29
$163 total
Apr 28 - Apr 29
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. If you want to take your pet along, this pet-friendly property ...
Fridge and microwave, coffe
Reviewed on Apr 19, 2026

Sag Harbor Inn
45 West Water Street Sag Harbor NY
$225 nightly
The price is $257 total per night from Apr 23 to Apr 24
$257 total
Apr 23 - Apr 24
Total with taxes and fees
An outdoor pool is featured at this hotel, along with free self parking. Enjoy the free continental breakfast each morning. A fireplace in the lobby and luggage ...
Clean room and easy parking
Reviewed on Apr 21, 2026

Montauk Manor
236 Edgemere St. Montauk NY
$168 nightly
The price is $192 total per night from Apr 23 to Apr 24
$192 total
Apr 23 - Apr 24
Total with taxes and fees
3 outdoor tennis courts, an indoor pool, and a 24-hour gym are all featured at this smoke-free aparthotel. Enjoy the seasonal outdoor pool and perks like free ...
Great location. Rooms could use napkins or paper towels
Reviewed on Apr 20, 2026

The Sagaponack
3720 Montauk Hwy Wainscott NY
$264 nightly
The price is $297 total per night from May 4 to May 5
$297 total
May 4 - May 5
Total with taxes and fees
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A communal living room and luggage storage ...
Room was very clean and staff very friendly!
Reviewed on Apr 21, 2026

The Harbor Front Inn
209 Front St Greenport NY
$223 nightly
The price is $255 total per night from Apr 26 to Apr 27
$255 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free continental ...
We enjoyed a pleasant 3 day stay at this lovely seaside inn. Comfortable and spacious room, a very friendly staff on all levels, and a convenient location on the North Fork if Long Island. Especially liked lunch at “Ellen’s” and Aldo is a great coffee shop. Would definitely visit and stay here ...
Reviewed on Apr 21, 2026

Montauk Yacht Club
32 Star Island Rd Montauk NY
$279 nightly
The price is $319 total per night from Apr 23 to Apr 24
$319 total
Apr 23 - Apr 24
Total with taxes and fees
This hotel features a private beach, a marina, and 2 restaurants. Traveling on business? Take advantage of the 5 conference rooms, along with free WiFi in public ...
The Montauk Yacht Club is a beautiful and relaxing getaway with a true coastal luxury feel. The property is well-maintained, with scenic waterfront views that make the entire experience feel special and refreshing. The rooms are comfortable and thoughtfully designed, offering a clean and modern aesthetic. ...
Reviewed on Apr 21, 2026

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$535 nightly
The price is $611 total per night from Apr 23 to Apr 24
$611 total
Apr 23 - Apr 24
Total with taxes and fees
This resort features a private beach, a full-service spa, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside ...
I checked in during a severe snowstorm and had to leave the hotel within 30 minutes due to the conditions. Despite barely using the room, I was charged $304.50 as a “service fee.” I later reached out to the hotel to request clarification and a possible adjustment, but I have not received any response ...
Reviewed on Apr 20, 2026

Sound View Greenport
58775 County Rd 48 Greenport NY
$244 nightly
The price is $279 total per night from May 7 to May 8
$279 total
May 7 - May 8
Total with taxes and fees
A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with ...
This is a lovely motel located right on the Sound and all rooms face the water. The room was clean and relatively spacious, though most of the space was devoted to the kitchen and living areas. The bathroom was a bit small, as was the sleeping area. My family, including an elderly relative, traveled ...
Reviewed on Apr 21, 2026

Offshore Montauk
71 S Emerson Ave Montauk NY
$267 nightly
The price is $305 total per night from Apr 30 to May 1
$305 total
Apr 30 - May 1
Total with taxes and fees
This hotel features an outdoor pool and a gym. Enjoy the steam room and perks like free self parking and free WiFi. Express check-out and luggage storage are ...
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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Recent Wainscott hotel reviews by fellow wanderers

The Harbor Front Inn
5 out of 5
Posted 13 hours ago
Travelocity Verified Review
"We enjoyed a pleasant 3 day stay at this lovely seaside inn. Comfortable and spacious room, a very friendly staff on all levels, and a convenient location on the North Fork if Long Island. Especially liked lunch at “Ellen’s” and Aldo is a great coffee shop. Would definitely visit and stay here again."
A verified traveler stayed at The Harbor Front Inn
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