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

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Cutchogue hotels with a pool

A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.

1. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (762 reviews)
  • cleanliness
    Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
The price is NT$4,943
NT$6,573 total
includes taxes & fees
Nov 15 - Nov 16
Sound View Greenport
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.

2. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (609 reviews)
  • cleanliness
    Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
The price is NT$4,669
NT$5,334 total
includes taxes & fees
Nov 10 - Nov 11
The Bentley Hotel Southampton
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.

3. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (669 reviews)
  • cleanliness
    Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
The price is NT$4,463
NT$6,024 total
includes taxes & fees
Nov 16 - Nov 17
The Harbor Front Inn
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

4. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (681 reviews)
  • cleanliness
    Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
The price is NT$7,100
NT$8,112 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
A poolside area with lounge chairs, umbrellas, and a view of boats in the background.

5. Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Take a dip in two refreshing pools at this Long Island hotel, where poolside relaxation meets marina adventure and family fun.
The price is NT$4,223
NT$4,825 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Place Long Island East End
A rectangular swimming pool with metal ladders on both sides, surrounded by a stone wall and a fence.

6. Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG
2.5 star property
Riverhead
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Seasonal splash and sun at Long Island's relaxing poolside retreat with loungers and umbrellas.
The price is NT$4,117
NT$4,704 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express & Suites Riverhead - Long Island by IHG
A modern bathroom with a marble sink, a toilet, and a large mirror.

7. The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (473 reviews)
  • cleanliness
    Sunrise splash sessions in the rooftop pool with local art exhibitions nearby.
The price is NT$7,410
NT$8,466 total
includes taxes & fees
Nov 10 - Nov 11
The Preston House & Hotel
A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.

8. Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (223 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 NT$5,155
NT$6,148 total
includes taxes & fees
Oct 30 - Oct 31
Southampton Long Island Hotel
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.

9. The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.4 out of 10, Exceptional, (812 reviews)
  • cleanliness
    Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
The price is NT$6,857
NT$7,834 total
includes taxes & fees
Nov 5 - Nov 6
The Hampton Maid
A poolside area with sun loungers, a pool, and a building with a balcony.

10. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (300 reviews)
  • cleanliness
    Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
The price is NT$6,873
NT$8,660 total
includes taxes & fees
Nov 10 - Nov 11
Oyster Estate
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

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Great location, great service."
Julian 1-night trip
Posted 9 hours ago
Hyatt Place Long Island East End

Frequently asked questions

What are some accommodations with pools in Cutchogue?
Pier Blue Inn Old Saybrook - Essex: Offers a seasonal outdoor pool, an indoor pool, and a private beach. Water's Edge Resort & Spa: Provides a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport: Features 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. The Atlantic Hotel: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Zey Hotel: Hotel, 3-minute walk from The Hamptons Beaches. Provides spa services, a seasonal outdoor pool, and a snack bar/deli.
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.