Find Hotels with a Pool in Wainscott, NY
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Sep 8 - Sep 9Tomorrow
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Sep 11 - Sep 13Next weekend
Sep 18 - Sep 20Our top choices for Wainscott hotels with a pool
1. The Sagaponack
The SagaponackWainscott
- Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
NT$8,008
NT$10,726 total
includes taxes & fees
Oct 7 - Oct 8
2. Wainscott Woods Retreat
Wainscott Woods RetreatWainscott
- Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
NT$20,444
NT$24,461 total
includes taxes & fees
Sep 10 - Sep 11
3. A Room At The Beach
A Room At The BeachBridgehampton
- Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
NT$9,342
NT$10,673 total
includes taxes & fees
Oct 4 - Oct 5
4. Sag Harbor Inn
Sag Harbor InnSag Harbor
- Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
NT$10,222
NT$11,679 total
includes taxes & fees
Oct 4 - Oct 5
5. East Hampton House Resort
East Hampton House ResortEast Hampton North
- Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.
NT$6,103
NT$7,833 total
includes taxes & fees
Sep 10 - Sep 11
6. Ocean Vista Resort
Ocean Vista ResortAmagansett
- Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
NT$3,999
NT$4,569 total
includes taxes & fees
Oct 1 - Oct 2
7. Journey East Hampton
Journey East HamptonEast Hampton North
- Seasonal poolside splendor at East Hampton hotel with complimentary bikes and garden views.
NT$9,788
NT$12,301 total
includes taxes & fees
Oct 5 - Oct 6
8. Topping Rose House
Topping Rose HouseBridgehampton
- Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
NT$31,092
NT$35,633 total
includes taxes & fees
Sep 10 - Sep 11
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Top Wainscott Hotel Reviews
The Hampton Maid
10/10 Excellent
"Our stay at The Hampton Maid was such a great choice. The entire hotel is absolutely charming—you can tell that every corner and every detail has been thoughtfully designed. The front desk staff was wonderful: so friendly, welcoming, and very clear with all the information. We loved the bungalow-style rooms, each with its own deck and parking, which gives you wonderful privacy between rooms. But what truly stole our hearts was the gorgeous, beautifully kept garden—a true green oasis that brings complete peace and lets you fully disconnect from city stress. The room was spotless, and the restaurant was phenomenal—we had breakfast there, and it was spectacular. On top of that, getting a pass to 7 local beaches for just $5 is an incredible perk. You really couldn't ask for more! It’s one of those places where you haven't even left yet, and you're already planning your return. Can't wait to go back!"
Sound View Greenport
10/10 Excellent
"A Beautiful and Peaceful Stay at Sound View Greenport I had a wonderful stay at Sound View Greenport and would highly recommend it to anyone looking for a relaxing getaway on the North Fork of Long Island. It’s a great place for couples, families, or anyone who simply wants to escape the busy city and enjoy some quiet time by the water. Greenport is also nearby, making it convenient to explore the local restaurants, shops, vineyards, and other attractions. If you’re planning a trip to Greenport or the North Fork, Sound View is definitely a place worth considering. I would happily stay here again! 🌅🌊❤️"
Beachcomber Resort at Montauk
10/10 Excellent
"Across the street from the beach…a great stay and easy walk into town! Will be back."
Kenny's Tipperary Inn
8/10 Good
"Nice hotel and very clean, and the staff were very courteous and helpful. Beach is walking distance right down the road. Perfect location if you're looking for something by the beach."
Faraway Sag Harbor
8/10 Good
"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."
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- The Style Bar
- Home Sweet Home Museum
- Georgica Beach
- East Hampton Main Beach
- Sag Harbor Whaling and Historical Museum
- Ocean Road Beach
- Visit Water Mill
- Longhouse Reserve
- Indian Wells Beach
- Elizabeth A. Morton National Wildlife Refuge
- Off the Rocker
- First United Methodist Church
- Visit Noyack
- Visit Hamptons
- Visit Amagansett
- Visit East Hampton
- Duck Walk Vineyards
- Visit Southampton