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Find Hotels with a Pool in Cutchogue, NY

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Check availability on Cutchogue Hotels with a Pool

Our top choices for Cutchogue hotels with a pool

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, (392)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is ￥17,811
￥20,505 total
includes taxes & fees
Dec 14 - Dec 15
The Bentley Hotel Southampton
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (544)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ￥20,427
￥30,961 total
includes taxes & fees
Dec 25 - Dec 26
The Harbor Front Inn
Exterior
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, (460)
"🙂"
United States
Jared
The price is ￥10,443
￥12,009 total
includes taxes & fees
Dec 17 - Dec 18
Econo Lodge Inn & Suites Old Saybrook Westbrook
Seasonal outdoor pool
Clinton Motel

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is ￥12,152
￥13,975 total
includes taxes & fees
Dec 15 - Dec 16
Clinton Motel
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, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ￥13,881
￥17,941 total
includes taxes & fees
Dec 12 - Dec 13
Hamlet Inn
Seasonal outdoor pool, open 8:00 AM to 7:30 PM, pool umbrellas
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

2.5 star property
Riverhead
8.6 out of 10, Excellent, (1001)
"It was a nice hotel and it was clean "
United States
Shaquan
The price is ￥14,177
￥16,197 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
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, (878)
"It a beautiful facility, great guest services "
United States
Terry
The price is ￥17,542
￥20,041 total
includes taxes & fees
Dec 15 - Dec 16
The Inn And Spa At East Wind
Indoor pool, outdoor pool
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1002)
"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"
United States
Helen
The price is ￥20,751
￥23,709 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hyatt Place Long Island East End
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

4.0 star property
Greenport
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is ￥23,991
￥35,033 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Sound View Greenport
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (974)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic 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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Top Cutchogue Hotel Reviews

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Everything was excellent. "
John 2-night trip
Posted 13 hours ago
Hilton Garden Inn Riverhead

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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 pools, an indoor pool, and a full-service spa. Saybrook Point Resort & Marina: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. The Bentley Hotel Southampton: 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, 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.