A coastal landscape with a beach, ocean waves, and a sunset sky.

Wainscott Hotels with Swimming Pool

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Check availability on Wainscott Hotels with Swimming Pools

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Wainscott hotels with a pool

1. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
RM1,033
RM1,384 total
includes taxes & fees
14 Oct - 15 Oct
The Sagaponack

2. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
  • Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
RM3,158
RM3,750 total
includes taxes & fees
16 Sept - 17 Sept
Wainscott Woods Retreat

3. A Room At The Beach

A Room At The Beach
Bridgehampton
  • Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
RM1,205
RM1,377 total
includes taxes & fees
4 Oct - 5 Oct
A Room At The Beach

4. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
RM1,319
RM1,507 total
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn

5. East Hampton House Resort

East Hampton House Resort
East Hampton North
  • Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.
RM1,007
RM1,262 total
includes taxes & fees
28 Sept - 29 Sept
East Hampton House Resort

6. Journey East Hampton

Journey East Hampton
East Hampton North
  • Seasonal poolside splendour at East Hampton hotel with complimentary bikes and garden views.
RM1,124
RM1,413 total
includes taxes & fees
12 Oct - 13 Oct
Journey East Hampton

7. Ocean Vista Resort

Ocean Vista Resort
Amagansett
  • Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
RM516
RM589 total
includes taxes & fees
1 Oct - 2 Oct
Ocean Vista Resort

8. Hamlet Inn

Hamlet Inn
Southampton
  • Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
RM516
RM667 total
includes taxes & fees
27 Sept - 28 Sept
Hamlet Inn

9. Topping Rose House

Topping Rose House
Bridgehampton
  • Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
RM4,011
RM4,597 total
includes taxes & fees
16 Sept - 17 Sept
Topping Rose House
View all properties

Choose what matters most at hotels with a pool in Wainscott

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Wainscott Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Clean room, staff was lovely"
Nicole 2-night trip
Posted less than an hour ago
Sound View Greenport
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Our room was poolside. Behind the pool were lounge chairs with a view of the ocean. Doesn't get any better than that! Pool doesn't close Labor Day. Stays open til mid October and is heated. Off the pool deck, is a pathway down to the beach. Slept with the door open so we could listen to the waves. Room had a stovetop, microwave, coffeemaker and mini fridge. Plates, glasses, pots, pans and utensils available for use. Bring your own food and drinks instead of paying for overpriced restaurant meals. Rooms were updated, clean, and comfy. Table for two right outside the sliding door. A few blocks away from Montauk village. Plenty of folks staying here but still quiet and peaceful."
Sigrid 1-night trip
Posted 7 hours ago
Ocean Surf Resort
Sun N Sound

Sun N Sound

8/10 Good
"Very nice and clean. Pool was excellent. Only complaint was that the bathroom sink and shower drains were slow to drain. I'll give it a 8/10"
Kathy 2-night trip
Posted 9 hours ago
Sun N Sound
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Absolutely gorgeous stay!"
Sabrina 1-night trip
Posted 1 day ago
Gurney's Montauk Resort & Seawater Spa
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 1 day ago
Faraway Sag Harbor
Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"Very clean. Friendly and helpful staff."
Jaroslaw 1-night trip
Posted 1 day ago
Kenny's Tipperary Inn
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Very peaceful. See the ocean from the deck, Sauna is clean. Only AC was too loud & Shower water pressure was low. Uber to get around was expensive."
Jammy 4-night trip
Posted 2 days ago
Beachcomber Resort at Montauk

Frequently asked questions

What are some accommodation options with pools in Wainscott?
The Sagaponack: B&B located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and sunloungers. Sound View Greenport: Offers a private beach, a seasonal outdoor pool and 2 bars. The Atlantic Hotel: Provides 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Offshore Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Offers a sauna, a seasonal outdoor pool and free self parking.
What is there to see and do in Wainscott?
The picturesque setting of The Hamptons Beaches showcases the area's natural beauty. Discover sights such as Georgica Beach, Wolffer Estates Vineyard and East Hampton Main Beach during your stay. Take in the natural beauty of Wainscott with the beaches.
When is the best time to book a hotel with a pool in Wainscott?
You may want to think about a place to stay that offers an outdoor pool if you plan to visit Wainscott in the warmest months of August, July or September, when the average temp is 21Β°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temp is 3Β°C.

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