The Best Hotels with a Pool in Cutchogue, NY from NT$2,981 in 2026

Q: What are some accommodations with pools in Cutchogue?

Pier Blue Inn Old Saybrook - Essex : Offers a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport : Provides a seasonal outdoor pool, an indoor pool, and a private beach. Water's Edge Resort & Spa : Hotel located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. The Bentley Hotel Southampton : Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. Zey Hotel : Hotel located near Splish Splash Water Park. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wired internet access.

A coastal landscape with a sandy beach, calm waters, and a clear sky.

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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.

NT$3,294 total

includes taxes & fees

Jul 20 - Jul 21

Water's Edge Resort & Spa

Westbrook Center

Pristine waters await at this coastal retreat with private beach access and year-round pools.

NT$11,623 total

includes taxes & fees

Aug 12 - Aug 13

The Hampton Maid

Hampton Bays

Splash into summer at this Hampton motel, where the seasonal pool and massage services await.

NT$14,397 total

includes taxes & fees

Jul 23 - Jul 24

Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

Shelter Island Heights

Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.

NT$46,884 total

includes taxes & fees

Jul 18 - Jul 19

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.

NT$15,574 total

includes taxes & fees

Aug 3 - Aug 4

North Fork Resort

Greenport

NT$15,026 total

includes taxes & fees

Jul 29 - Jul 30

Hyatt Place Long Island East End

Riverhead

Take a dip in two refreshing pools at this Long Island hotel, where poolside relaxation meets marina adventure and family fun.

NT$12,103 total

includes taxes & fees

Aug 3 - Aug 4

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.

NT$16,452 total

includes taxes & fees

Jul 22 - Jul 23

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Choose what matters most at hotels with a pool in Cutchogue

Breakfast included

4 stars

Top Cutchogue Hotel Reviews

Sound View Greenport

10/10 Excellent

"Location was the best. Enjoyed using the pool. View from the room of the Long Island sound was incredible. We had dinner at Haylard restaurant. On the premises and it was delicious."

Saybrook Point Resort & Marina

10/10 Excellent

"We had an outstanding stay at Saybrook Point Resort & Marina. The property is beautiful, impeccably maintained, and perfectly located with stunning views of the marina and Long Island Sound. The rooms were spacious, comfortable, and made for a relaxing getaway. What truly made our visit exceptional was the service. A special thank you to Scott at the front desk, who went above and beyond to make us feel welcome. Scott was professional, friendly, knowledgeable, and genuinely cared about ensuring we had a great experience. His outstanding customer service set the tone for our entire stay. If you’re looking for a relaxing coastal escape with first-class hospitality, I highly recommend Saybrook Point Resort & Marina. We’ll definitely be back!"

Budget Host East End

10/10 Excellent

"The rooms were clean and though the buildings were dated, it seems like it's been recently renovated and they are taking steps to upkeeping the rooms and maintenance though there is still some work to be done with the ceiling of the room and the carpeting coming undone in the rooms. I was traveling with my mother and our first room had a non cooling AC and had to be switched out thanks to Jose. Very kind staff. It switched our night around for sure. So glad they accommodated us when we needed it. It was a hot humid night, that would of not been fun. Thank you. Great convenient location too. Ended up enjoying our stay."

Hampton's Vacation Inn

10/10 Excellent

"Staff went above and beyond!! I left an entire drawer filled with stuff and they were so kind to neatly fold and put aside for me till I was able to come and grab it! Room was super clean and spacious property was so cute with a pool and even a Koi fish pond that was right outside our room! Thank you so much for being so kind to us we will be back❤️"

Frequently asked questions

What are some accommodations with pools in Cutchogue?

Pier Blue Inn Old Saybrook - Essex: Offers a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport: Provides a seasonal outdoor pool, an indoor pool, and a private beach. Water's Edge Resort & Spa: Hotel located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. The Bentley Hotel Southampton: Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. Zey Hotel: Hotel located near Splish Splash Water Park. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wired internet access.

What is there to see and do in Cutchogue?

Explore places like The Hamptons Beaches while you're in the area. Make a point to visit attractions like 8 Hands Farm.

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

You may want to think about a place to stay that offers an outdoor pool if you plan to visit Cutchogue in the warmest months of August, July, or September when the average temp is 70°F. Lodging 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 38°F.

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