Hotels with a Pool in Wainscott

Swimming sessions become highlight moments at this quaint Hamptons retreat's seasonal outdoor pool. Sun-drenched loungers invite lazy afternoons from May through September, while beach umbrellas and complimentary towels complete the perfect summer escape.

Seasonal swimmers splash into vacation bliss from May through September, surrounded by terraced gardens and vineyard charm. Wine release events and ocean adventures await beyond the pool deck at this Wainscott Woods Retreat.

Cycling enthusiasts pedal off from this colonial bed & breakfast after savoring a chef-prepared breakfast that guests rave about. Adventure seekers find kayaking, sailing, and surfing nearby while enjoying individually furnished rooms with fireplaces and premium Frette linens.

Poolside relaxation beckons after exploring the amazing nearby beach with the hotel's beach pass. Individually furnished rooms offer rainfall showers and minibars, while complimentary bicycles provide a breezy way to discover The Hamptons.

Poolside relaxation meets wellness at this luxury Hamptons retreat, where an outdoor swimming oasis complements the full-service spa. Nearby hiking trails, kayaking adventures, and bicycles await for the active traveler, while the acclaimed restaurant serves memorable meals after a refreshing dip.

Sparkling waters of the seasonal pool (April-October) invite summer splashes amid lush garden surroundings. Families appreciate sun loungers, pool umbrellas, and the nearby playground, while adventurous souls can borrow bicycles to explore scenic Hamptons beaches.

Seasonal outdoor poolside lounging awaits at this harbor-adjacent retreat where clean, spacious rooms open to private balconies. Guests rave about the peaceful atmosphere, continental breakfast with a view, and proximity to Hamptons beaches.

Sparkling waters of the seasonal outdoor pool beckon after tennis matches at this meticulously clean East Hampton hotel. Gardens, playground, and barbecue areas create a resort atmosphere just moments from The Hamptons Beaches.

Seasonal outdoor pool beckons with loungers, umbrellas, and a vibrant poolside bar serving cool drinks. Active guests enjoy tennis courts, kayaking adventures, boat tours, and complimentary bicycles at this recently renovated East Hampton retreat.

Poolside perfection awaits at the seasonal outdoor oasis, complete with umbrellas and a beach bar. Beyond swimming, guests discover tennis courts, bicycles for rent, and an arcade room, all minutes from Cooper's Beach.

Sparkling waters invite relaxation at this seasonal outdoor pool, open June through September with comfortable sun loungers for the perfect Hamptons day. Located near Cooper's Beach, the hotel offers a refreshing escape after shoreline adventures.

Beachfront bliss awaits at this pristine resort where a seasonal pool, 2 tennis courts, and ocean views create perfect relaxation. Individually furnished rooms feature full kitchens, while attentive staff ensure a seamless stay.

Poolside lounging takes center stage at this sun-soaked retreat with umbrella-shaded relaxation from May through September. Beyond the refreshing waters, guests discover hiking trails, water sports, and pristine beaches within minutes.

Mountain biking adventures lead to refreshing dips in the seasonal outdoor pool, complete with luxurious loungers and cocktail service. After swimming, guests retreat to the spa for hydrotherapy or explore the private beach just steps away.

Pool enthusiasts delight in the pristine seasonal swimming spot, complete with sun loungers and umbrellas. Located near The Hamptons Beaches, this freshly remodeled hotel offers individually furnished rooms, plus nearby sailing and kayaking adventures.

Splash into aquatic serenity with two distinctive pools‚ an indoor sanctuary and a cascading waterfall oasis. Beyond swimming, guests discover a pristine private beach with loungers, umbrellas, and water activities from kayaking to surfing.

Plunge into vacation bliss at the oceanfront pool, complete with comfortable sun loungers just steps from pristine white sand beaches. Guests consistently praise the peaceful atmosphere, immaculate grounds, and stunning ocean views at this well-maintained coastal retreat.

Private beach access elevates pool days at this Hamptons retreat. Soak up sunshine in the seasonal outdoor pool, then serve aces on the tennis court or maintain fitness routines in the well-appointed gym after a refreshing beach day.

Dive into refreshment at the seasonal outdoor pool, open May to October. Guests praise the spacious rooms and friendly staff at this hotel near Hamptons beaches, where tennis courts and nearby adventure sports await exploration.