TOP Hotels with Pool in Cutchogue, NY for 2026

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

Water's Edge Resort & Spa : Features a seasonal outdoor pool, an indoor pool and a private beach. Sound View Greenport : Offers a private beach, a seasonal outdoor pool and 2 bars. Residence Inn by Marriott New York Long Island East End : Provides a seasonal outdoor pool, an indoor pool and 2 hot tubs. The Bentley Hotel Southampton : Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Hyatt Place Long Island East End : Offers an indoor pool, an outdoor pool and 2 bars.

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Our top choices for Cutchogue hotels with a pool

Clinton Motel

Clinton

william

Rp1.484.052 total

includes taxes & fees

30 Mar - 31 Mar

North Fork Cottages & RV Resort

Greenport

Darlin

Rp3.544.315 total

includes taxes & fees

1 Apr - 2 Apr

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

Cliffside Resort Condominiums

Greenport

Rebecca

Rp3.531.331 total

includes taxes & fees

29 Apr - 30 Apr

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

Hamlet Inn

Southampton

Amie

Rp2.350.541 total

includes taxes & fees

30 Mar - 31 Mar

Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Old Saybrook

Candise

Rp1.308.895 total

includes taxes & fees

5 Apr - 6 Apr

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

The Harbor Front Inn

Greenport

Jane

Rp3.356.946 total

includes taxes & fees

15 Apr - 16 Apr

Southampton Long Island Hotel

Southampton

"I had to stay one night only, for a short business trip and I am glad i found this place. I was not expecting the most luxury nor up to date hotel after reading some reviews but as long as it was clean i was satisfied. Well, i booked the small room and i was very pleased, it was immaculately clean, the sheets were super soft, and all pressed. This will be my regular place every time I need to travel to this area. I am.glad I found it and i didn't break the bank to stay in The Hamptons. "

ANDREA

Rp2.531.209 total

includes taxes & fees

30 Mar - 31 Mar

Southampton Inn

Southampton

David

Rp3.186.467 total

includes taxes & fees

31 Mar - 1 Apr

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Choose what matters most at hotels with a pool in Cutchogue

Breakfast included

4 stars

Top Cutchogue Hotel Reviews

Holiday Inn Express & Suites Riverhead - Long Island by IHG

8/10 Good

"The hotel overall was decent. The breakfast was not stocked up either day that we went. The pull-out sofa in our room did not appear to have clean sheets. The staff was very friendly, however. "

Hilton Garden Inn Riverhead

4/10 Poor

"Bathroom was terrible. We were there for one night only. After we checked into our room (after dinner) we realized the water pressure was almost not there. The toilet was flushing after 5 to 7 flushes and the water in the sink was a trickle. Did not feel like changing rooms again, so we just had to put up with it foe onw night. "

Sound View Greenport

8/10 Good

"Lovely hotel. Amazing location. Gorgeous views. Breakfast was good continental. It rained hard and we had some water leaking in the door from the back deck. Mentioned it to the front desk when we checked out. Could’ve posed a Could’ve posed a slipping hazard.Otherwise, I would’ve given five stars. "

Saybrook Point Resort & Marina

10/10 Excellent

"Our group of 6 girlfriends had an amazing stay at Saybrook Point Resort & Marina. From the moment we arrived, we knew the weekend was going to be very special. The staff was always warm & welcoming. Shoutout to Scott at reception for ensuring a perfect stay! Dinner at Fresh Salt was delicious & the atmosphere was lively. Shuttle into town was a great option. Can’t wait to book another visit!"

Frequently asked questions

What are some accommodation options with pools in Cutchogue?

Water's Edge Resort & Spa: Features a seasonal outdoor pool, an indoor pool and a private beach. Sound View Greenport: Offers a private beach, a seasonal outdoor pool and 2 bars. Residence Inn by Marriott New York Long Island East End: Provides a seasonal outdoor pool, an indoor pool and 2 hot tubs. The Bentley Hotel Southampton: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Hyatt Place Long Island East End: Offers an indoor pool, an outdoor pool and 2 bars.

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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