Top Hotels with Swimming Pools in Cutchogue

Q: What are some accommodation options with pools in Cutchogue?

The Atlantic Hotel : Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. The Bentley Hotel Southampton : Hotel located near The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Pier Blue Inn Old Saybrook - Essex : Features a seasonal outdoor pool, an indoor pool and a private beach. Water's Edge Resort & Spa : Offers a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport : Hotel, 1-minute walk from The Hamptons Beaches. Features daily, a seasonal outdoor pool and free self parking.

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Our top choices for Cutchogue hotels with a pool

Clinton Motel

Clinton

Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.

includes taxes & fees

21 Jun - 22 Jun

The Penny Lane

Hampton Bays

Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.

includes taxes & fees

6 Jul - 7 Jul

Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Old Saybrook

Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodation.

includes taxes & fees

28 Jun - 29 Jun

North Fork Resort

Greenport

includes taxes & fees

15 Jun - 16 Jun

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bentley Hotel Southampton

Southampton

Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.

includes taxes & fees

28 Jun - 29 Jun

Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

Cliffside Resort Condominiums

Greenport

Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.

includes taxes & fees

14 Jun - 15 Jun

Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas

Saybrook Point Resort & Marina

Old Saybrook Center

Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.

includes taxes & fees

21 Jun - 22 Jun

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Southampton

Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.

includes taxes & fees

29 Jun - 30 Jun

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Choose what matters most at hotels with a pool in Cutchogue

Breakfast included

4 stars

Top Cutchogue Hotel Reviews

The Hampton Maid

10/10 Excellent

"Great stay!"

Hyatt Place Long Island East End

10/10 Excellent

"The property itself was nice, and the breakfast was good with a decent selection of options. However, the cleanliness of the room was disappointing. There was a noticeable layer of dust on the tables, coffee machine, and even the glasses, which gave the impression that the room had not been thoroughly cleaned before my stay. While the hotel has some positive aspects, housekeeping standards need improvement."

The Pridwin Hotel

10/10 Excellent

"We had an absolutely enchanting long weekend at the Pridwin. This beautifully appointed property exudes timeless elegance, with thoughtful touches that made us feel truly pampered from the moment the staff reached out to us long before our stay. The complimentary breakfast, in-room snacks and drinks, outdoor fire pits with rocking chairs, and cozy nights spent by the fireplace with bar service turned our visit into a heartfelt home away from home — far warmer and more inviting than any sterile hotel experience. The outdoor heated pool was simply divine, backed by attentive and friendly service that made every swim a pleasure. Shelter Island offers the perfect backdrop for adventure and relaxation — exploring nearby vineyards to the north, or heading south by ferry to Sag Harbor and the broader Hamptons — all while knowing you can retreat each evening to this quiet, serene haven. A special shoutout to Tony, the bartender, whose genuine warmth and friendliness made us feel so welcome every time we crossed paths. Not to mention, he crafts exquisite cocktails and martinis that truly elevated our evenings."

Frequently asked questions

What are some accommodation options with pools in Cutchogue?

The Atlantic Hotel: Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. The Bentley Hotel Southampton: Hotel located near The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Pier Blue Inn Old Saybrook - Essex: Features a seasonal outdoor pool, an indoor pool and a private beach. Water's Edge Resort & Spa: Offers a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport: Hotel, 1-minute walk from The Hamptons Beaches. Features daily, a seasonal outdoor pool and free self parking.

What is there to see and do in Cutchogue?

Make a point to visit attractions such as 8 Hands Farm. Discover sights such as Peconic Bay Winery, Bedell Cellars and Pugliese Vineyards during your stay.

When is the best time to book a hotel with a pool in Cutchogue?

You may want to think about a place to stay with an outdoor swimming pool if you plan to visit Cutchogue in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or March, when the average temp is 3°C.

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Check availability on Cutchogue Hotels with Swimming Pools

Our top choices for Cutchogue hotels with a pool

Clinton Motel

The Penny Lane

Econo Lodge Inn & Suites Old Saybrook Westbrook

North Fork Resort