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
$140 nightly
The price is $160 total per night from Apr 27 to Apr 28
$160 total
Apr 27 - Apr 28
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 ...
Incredible room
Reviewed on Apr 13, 2026

Offshore Montauk
71 S Emerson Ave Montauk NY
$255 nightly
The price is $291 total per night from Apr 21 to Apr 22
$291 total
Apr 21 - Apr 22
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Enjoy the steam room and perks like free self parking and free WiFi. Express check-out and luggage storage ...
Very nice rooms! Clean and the location is great!
Reviewed on Apr 12, 2026

The Shoals Suites and Slips
61600 Main Rd Southold NY
$179 nightly
The price is $201 total per night from Apr 26 to Apr 27
$201 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a bar/lounge, a coffee shop, and a communal living room. A business center, a picnic area, and express check-out are also on offer.
Beautiful space in Southold
Reviewed on Apr 11, 2026

Sag Harbor Inn
45 West Water Street Sag Harbor NY
$225 nightly
The price is $257 total per night from Apr 14 to Apr 15
$257 total
Apr 14 - Apr 15
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 ...
Parking easy
Reviewed on Apr 12, 2026

Montauk Manor
236 Edgemere St. Montauk NY
$152 nightly
The price is $173 total per night from Apr 27 to Apr 28
$173 total
Apr 27 - Apr 28
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 ...
Condo apartment was well stocked and immaculate. Very clean and welcoming stay. Grounds are manicured and well kept. Close to town and activities. Sunsets are absolutely gorgeous. We have been there numerous times and will continue visiting.
Reviewed on Apr 12, 2026

The Sagaponack
3720 Montauk Hwy Wainscott NY
$185 nightly
The price is $207 total per night from Apr 26 to Apr 27
$207 total
Apr 26 - Apr 27
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 ...
.
Reviewed on Apr 8, 2026

The Harbor Front Inn
209 Front St Greenport NY
$194 nightly
The price is $222 total per night from Apr 26 to Apr 27
$222 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 ...
Lovely place for a quiet getaway off-season. Loved this place and will be back. Only disappointment was morning coffee … lacking flavor and lukewarm … but there is a wonderful shop just a few doors down with very good coffee. Nespresso machine in room.
Reviewed on Apr 13, 2026

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$535 nightly
The price is $611 total per night from Apr 21 to Apr 22
$611 total
Apr 21 - Apr 22
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 ...
WE HAD A LOVELY WEEKEND. SERVICE WAS EXCELLENT.
Reviewed on Apr 6, 2026

Sound View Greenport
58775 County Rd 48 Greenport NY
$229 nightly
The price is $262 total per night from May 3 to May 4
$262 total
May 3 - May 4
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 ...
Loved our stay. Our room was gorgeous a s in the perfect location. Would recommend and plan on coming back in the future!
Reviewed on Apr 12, 2026
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 4 hours ago
Travelocity Verified Review
"Lovely place for a quiet getaway off-season. Loved this place and will be back. Only disappointment was morning coffee … lacking flavor and lukewarm … but there is a wonderful shop just a few doors down with very good coffee. Nespresso machine in room. "
A verified traveler stayed at The Harbor Front Inn
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