Find Hotels with a Pool in Cutchogue, NY

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Check availability on Cutchogue Hotels with a Pool

Next weekend
Jun 5 - Jun 7
In two weeks
Jun 12 - Jun 14

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, (313 reviews)
  • cleanliness
    Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
The price is ₩117,349
₩134,951 total
includes taxes & fees
May 31 - Jun 1
Clinton Motel
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, (477 reviews)
  • cleanliness
    Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodations.
The price is ₩120,270
₩138,311 total
includes taxes & fees
Jun 7 - Jun 8
Econo Lodge Inn & Suites Old Saybrook Westbrook
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, (479 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 ₩188,209
₩243,258 total
includes taxes & fees
May 31 - Jun 1
Hamlet Inn
Seasonal outdoor pool

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (19 reviews)
The price is ₩476,616
₩544,534 total
includes taxes & fees
Jun 17 - Jun 18
North Fork Resort
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (510 reviews)
  • cleanliness
    Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
The price is ₩690,552
₩826,567 total
includes taxes & fees
Jun 15 - Jun 16
The Bentley Hotel Southampton
Reception

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is ₩375,064
₩428,511 total
includes taxes & fees
Jun 7 - Jun 8
The Penny Lane
Seasonal outdoor pool

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (703 reviews)
  • cleanliness
    Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
The Hampton Maid
Exterior

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (210 reviews)
  • cleanliness
    Luxurious poolside retreat with seasonal outdoor oasis and plush sun loungers, just minutes from Cooper's Beach in the Hamptons.
The price is ₩338,506
₩403,665 total
includes taxes & fees
May 31 - Jun 1
Southampton Long Island Hotel
Seasonal outdoor pool

East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (299 reviews)
  • cleanliness
    Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.
The price is ₩528,069
₩644,245 total
includes taxes & fees
Jun 3 - Jun 4
East Hampton House Resort
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, (253 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
The price is ₩372,055
₩490,442 total
includes taxes & fees
Jun 3 - Jun 4
Cliffside Resort Condominiums
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

The Hampton Maid

The Hampton Maid

10/10 Excellent
"Loved the property and the service. Already planning another trip"
Timothy 2-night trip
Posted 3 hours ago
The Hampton Maid

Frequently asked questions

What are some accommodations with pools in Cutchogue?
Pier Blue Inn Old Saybrook - Essex: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. The Bentley Hotel Southampton: Provides a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport: Features a seasonal outdoor pool, an indoor pool, and a private beach. Water's Edge Resort & Spa: Hotel, 1-minute walk from The Hamptons Beaches. Offers daily, a seasonal outdoor pool, and free self parking. Sag Harbor Inn: Features daily, a seasonal outdoor pool, and sun loungers.
What is there to see and do in Cutchogue?
Make a point to visit attractions like 8 Hands Farm. Discover sights such as Peconic Bay Winery, Pugliese Vineyards, and Bedell Cellars 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 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.