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

Find Hotels with a Pool in Cutchogue, NY

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Check availability on Cutchogue Hotels with a Pool

Next weekend
Jun 26 - Jun 28
In two weeks
Jul 3 - Jul 5

Our top choices for Cutchogue hotels with a pool

Seasonal outdoor pool

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (317 reviews)
  • cleanliness
    Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
The price is ￥15,807
￥18,178 total
includes taxes & fees
Jun 28 - Jun 29
Clinton Motel
Reception

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (80 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is ￥40,427
￥46,188 total
includes taxes & fees
Jul 6 - Jul 7
The Penny Lane
Seasonal outdoor pool

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (24 reviews)
The price is ￥67,917
￥77,594 total
includes taxes & fees
Jul 6 - Jul 7
North Fork Resort
Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (480 reviews)
  • cleanliness
    Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodations.
The price is ￥12,989
￥14,937 total
includes taxes & fees
Jun 28 - Jun 29
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.
The price is ￥49,350
￥60,786 total
includes taxes & fees
Jun 30 - Jul 1
Saybrook Point Resort & Marina
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (258 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
The price is ￥51,269
￥65,582 total
includes taxes & fees
Jul 23 - Jul 24
Cliffside Resort Condominiums
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (485 reviews)
  • cleanliness
    Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
The price is ￥34,696
￥44,845 total
includes taxes & fees
Jul 6 - Jul 7
Hamlet Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (88 reviews)
  • cleanliness
    Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.
The price is ￥101,042
￥126,985 total
includes taxes & fees
Jul 14 - Jul 15
The Pridwin Hotel
Indoor pool

The Inn And Spa At East Wind

The Inn And Spa At East Wind
3.5 star property
Calverton
8.8 out of 10, Excellent, (915 reviews)
  • cleanliness
    Float in year-round comfort at this Long Island hotel's pristine indoor pool retreat.
The price is ￥27,787
￥31,746 total
includes taxes & fees
Jul 6 - Jul 7
The Inn And Spa At East Wind
Seasonal outdoor pool

Budget Host East End

Budget Host East End
2.0 star property
Riverhead
6.8 out of 10, (825 reviews)
  • cleanliness
    Escape summer heat at this serene riverfront motel with a clean, seasonal pool.
The price is ￥20,163
￥23,035 total
includes taxes & fees
Jun 23 - Jun 24
Budget Host East End
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.
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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

Sound View Greenport

10/10 Excellent
"The Soundview is one of my favorite hotels in greenport ( favorite) we had an amazing room I never wanted to leave!!"
robyn 2-night trip
Posted 1 day ago
Sound View Greenport

Frequently asked questions

What are some accommodations 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. Pier Blue Inn Old Saybrook - Essex: Hotel located near The Hamptons Beaches. Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. The Bentley Hotel Southampton: 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: Offers an indoor pool, an outdoor pool, and a snack bar/deli.
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.