Swimming season shines at this bayside retreat's outdoor pool, complete with plush loungers for maximum relaxation. Beyond the refreshing waters, guests treasure direct beach access and stunning sunset views from furnished balconies.
Swimming season shines at this bayside retreat's outdoor pool, complete with plush loungers for maximum relaxation. Beyond the refreshing waters, guests treasure direct beach access and stunning sunset views from furnished balconies.
Poolside paradise meets oceanfront splendor at this beachfront retreat featuring a seasonal outdoor pool with loungers and umbrellas. Sip cocktails from the poolside bar while admiring spectacular sunsets before enjoying fresh seafood at the waterfront restaurant.
Poolside paradise meets oceanfront splendor at this beachfront retreat featuring a seasonal outdoor pool with loungers and umbrellas. Sip cocktails from the poolside bar while admiring spectacular sunsets before enjoying fresh seafood at the waterfront restaurant.
Dive into relaxation at the seasonal outdoor pool featuring stunning harbor vistas, plush loungers, and refreshing waters. Guests rave about the hotel's prime location, steps from shops and restaurants, plus the indulgent Italian linens and pillowtop mattresses awaiting after a swim.
Dive into relaxation at the seasonal outdoor pool featuring stunning harbor vistas, plush loungers, and refreshing waters. Guests rave about the hotel's prime location, steps from shops and restaurants, plus the indulgent Italian linens and pillowtop mattresses awaiting after a swim.
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.
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 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.
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.
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.
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.
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 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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
Kayak through gentle waves or practice beach yoga before cooling off in the seasonal outdoor pool. Sun loungers and beach umbrellas create perfect relaxation spots, while attentive staff ensure a carefree coastal getaway.
Kayak through gentle waves or practice beach yoga before cooling off in the seasonal outdoor pool. Sun loungers and beach umbrellas create perfect relaxation spots, while attentive staff ensure a carefree coastal getaway.
Splash into summer relaxation at the seasonal outdoor pool, complete with comfortable seating and attentive towel service. Beyond aquatic enjoyment, guests savor international cuisine at R.AIRE restaurant after exploring hiking trails or kayaking adventures.
Splash into summer relaxation at the seasonal outdoor pool, complete with comfortable seating and attentive towel service. Beyond aquatic enjoyment, guests savor international cuisine at R.AIRE restaurant after exploring hiking trails or kayaking adventures.
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.
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.
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.
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.
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.
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.
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.
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.
Travelers might want a tour of Osprey's Dominion, just one of the places to visit, and located 1.9 mi (3 km) from central Southold. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Sannino's Bella Vita Vineyard or Corey Creek Winery, both within a short walk.
Travelers might want a tour of Sannino's Bella Vita Vineyard, just one of the places to visit, and located 2.2 mi (3.5 km) from central Southold. If you enjoy your tour, head to Osprey's Dominion, just a short walk away.
If you can't wait to get to the beach, you might enjoy a trip to Horton Lane Beach located 1.6 mi (2.6 km) from central Southold. If you want to continue walking by the waves, head to McCabe's Beach located nearby.
