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Top Wainscott Woods 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 26 to Apr 27
$160 total
Apr 26 - Apr 27
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 ...
This hotel was lovely. I enjoyed the decor, how spacious it was, the lawn and the couches to sit in outside. Truly, an amazing experience in every way. The staff was always welcoming and helpful. No complaints and I would definitely stay again if I come to the Hamptons!
Reviewed on Apr 13, 2026

Offshore Montauk
71 S Emerson Ave Montauk NY
$255 nightly
The price is $291 total per night from Apr 23 to Apr 24
$291 total
Apr 23 - Apr 24
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 ...
Very nice rooms! Clean and the location is great!
Reviewed on Apr 12, 2026

The Shoals Suites and Slips
61600 Main Rd Southold NY
$194 nightly
The price is $218 total per night from Apr 30 to May 1
$218 total
Apr 30 - May 1
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.
The room was spacious. I’m very clean. I was very impressed. Location easy to get in and out of highly recommend.
Reviewed on Apr 14, 2026

Sag Harbor Inn
45 West Water Street Sag Harbor NY
$225 nightly
The price is $257 total per night from Apr 19 to Apr 20
$257 total
Apr 19 - Apr 20
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 ...
Perfect! Welcoming, clean & close to everything.
Reviewed on Apr 13, 2026

Montauk Manor
236 Edgemere St. Montauk NY
$168 nightly
The price is $192 total per night from Apr 20 to Apr 21
$192 total
Apr 20 - Apr 21
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 ...
The kitchen was perfect, only thing missing was utensils. There is a local store on the way to the manor to pick some of those staples up from.
Reviewed on Apr 13, 2026

Journey East Hampton
490 Pantigo Road East Hampton NY
$272 nightly
The price is $311 total per night from Apr 22 to Apr 23
$311 total
Apr 22 - Apr 23
Total with taxes and fees
A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and ...
Everything was excellent about this property
Reviewed on Apr 11, 2026

The Harbor Front Inn
209 Front St Greenport NY
$224 nightly
The price is $256 total per night from Apr 21 to Apr 22
$256 total
Apr 21 - Apr 22
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 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 ...
Our family of four stayed for 3 nights in a two bedroom suite with ocean views. We booked it last minute for spring break. Overall, we had an amazing time and enjoyed our stay despite the cold temps. The room was clean. I saw no obvious signs of aging of furniture, fittings and walls - a huge plus ...
Reviewed on Apr 14, 2026

Sound View Greenport
58775 County Rd 48 Greenport NY
$254 nightly
The price is $290 total per night from May 3 to May 4
$290 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 ...
We love the Sound View. As a school social worker, I sometimes REALLY need to reset. There is no better place to do it than here with the most amazing views! We have been coming 3x a year with our pup. Great staff and restaurant! The hotel really tries to accommodate requests, such as a certain room ...
Reviewed on Apr 14, 2026
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Recent Wainscott Woods hotel reviews by fellow wanderers

Montauk Yacht Club
4 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Great stay. "
A verified traveler stayed at Montauk Yacht Club






