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

Cutchogue Hotels with Swimming Pool

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Check availability on Cutchogue Hotels with Swimming Pools

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Cutchogue hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

1. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (554 reviews)
  • cleanliness
    Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
The price is RM1,225
RM1,502 total
includes taxes & fees
9 Aug - 10 Aug
The Bentley Hotel Southampton
Seasonal outdoor pool, pool umbrellas, pool loungers

2. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (678 reviews)
  • cleanliness
    Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
Sound View Greenport
Indoor pool, outdoor pool

3. 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 RM1,147
RM1,310 total
includes taxes & fees
12 Aug - 13 Aug
Hyatt Place Long Island East End
Seasonal outdoor pool, pool umbrellas, pool loungers

4. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (99 reviews)
  • cleanliness
    Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.
The price is RM3,218
RM4,044 total
includes taxes & fees
20 Aug - 21 Aug
The Pridwin Hotel
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

5. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (280 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
The price is RM1,378
RM1,939 total
includes taxes & fees
16 Aug - 17 Aug
Cliffside Resort Condominiums
Seasonal outdoor pool

6. Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (128 reviews)
  • cleanliness
    Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
The price is RM951
RM1,381 total
includes taxes & fees
12 Aug - 13 Aug
Ocean View Terrace Inn
Seasonal outdoor pool

7. The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (749 reviews)
  • cleanliness
    Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
The price is RM1,604
RM1,832 total
includes taxes & fees
12 Aug - 13 Aug
The Hampton Maid
Indoor pool, seasonal outdoor pool

8. Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End
3.0 star property
Riverhead
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dive into aquatic luxury at this Long Island retreat, where indoor and outdoor pools beckon for year-round refreshment.
The price is RM936
RM1,070 total
includes taxes & fees
27 Aug - 28 Aug
Residence Inn by Marriott New York Long Island East End
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

9. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (634 reviews)
  • cleanliness
    Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
The price is RM1,707
RM2,161 total
includes taxes & fees
19 Aug - 20 Aug
The Harbor Front Inn
Bathroom

10. The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (442 reviews)
  • cleanliness
    Sunrise splash sessions in the rooftop pool with local art exhibitions nearby.
The price is RM1,534
RM1,753 total
includes taxes & fees
2 Sept - 3 Sept
The Preston House & Hotel
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

Budget Host East End

Budget Host East End

10/10 Excellent
"front desk was very helpful & the property was well maintained"
Danielle 2-night trip
Posted 19 hours ago
Budget Host East End

Frequently asked questions

What are some accommodation options with pools in Cutchogue?
Pier Blue Inn Old Saybrook - Essex: Offers a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport: Hotel located near The Hamptons Beaches. Provides 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. The Atlantic Hotel: 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 a full-service spa. The Pridwin Hotel: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access.
What is there to see and do in Cutchogue?
Make a point to visit attractions such as 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 with an outdoor swimming pool if you plan to visit Cutchogue in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or March, when the average temp is 3°C.

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