Find Hotels with a Pool in Cutchogue, NY

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Check availability on Cutchogue Hotels with a Pool

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
Next weekend
May 8 - May 10
In two weeks
May 15 - May 17

Our top choices for Cutchogue hotels with a pool

Seasonal outdoor pool

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
The price is NT$6,241
NT$7,130 total
includes taxes & fees
May 4 - May 5
North Fork Cottages & RV Resort
Seasonal outdoor pool

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (308 reviews)
  • cleanliness
    Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
The price is NT$2,470
NT$2,840 total
includes taxes & fees
May 4 - May 5
Clinton Motel
Down comforters, free WiFi, bed sheets

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 NT$6,412
NT$7,325 total
includes taxes & fees
May 5 - May 6
The Penny Lane
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, (472 reviews)
  • cleanliness
    Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodations.
The price is NT$2,407
NT$2,768 total
includes taxes & fees
May 10 - May 11
Econo Lodge Inn & Suites Old Saybrook Westbrook
Seasonal outdoor pool

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (698 reviews)
  • cleanliness
    Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
The price is NT$5,581
NT$6,376 total
includes taxes & fees
May 20 - May 21
The Hampton Maid
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, (473 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 NT$3,676
NT$4,752 total
includes taxes & fees
May 3 - May 4
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, (84 reviews)
  • cleanliness
    Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.
The price is NT$10,227
NT$12,853 total
includes taxes & fees
May 10 - May 11
The Pridwin Hotel
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, (479 reviews)
  • cleanliness
    Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
The price is NT$5,345
NT$6,138 total
includes taxes & fees
May 4 - May 5
The Bentley Hotel Southampton
Graybarn Cottage | Room amenity

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (83 reviews)
  • cleanliness
    Soak in serene poolside moments at this charming Colonial B&B with a garden terrace for ultimate relaxation.
The price is NT$14,248
NT$17,907 total
includes taxes & fees
May 14 - May 15
Mill House Inn
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, (252 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
The price is NT$6,376
NT$8,661 total
includes taxes & fees
May 31 - Jun 1
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

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"The one day stay was great. Clean room. Pool was clean and the surrounding facilities were also clean "
Jenica 1-night trip
Posted 19 hours ago
Hilton Garden Inn Riverhead

Frequently asked questions

What are some accommodations with pools in Cutchogue?
Sound View Greenport: Features a private beach, a seasonal outdoor pool, and 2 bars. Sag Harbor Inn: Hotel, 1-minute walk from The Hamptons Beaches. Offers daily, a seasonal outdoor pool, and free self parking. The Bentley Hotel Southampton: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Water's Edge Resort & Spa: Features a seasonal outdoor pool, an indoor pool, and a private beach. The Harbor Front Inn: Offers 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, 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 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.