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Cutchogue Hotel with Pool

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Check availability on Cutchogue Hotel with Pool

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Cutchogue hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (445)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is HK$679
HK$877 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hamlet Inn
Seasonal outdoor pool
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
The price is HK$606
HK$697 total
includes taxes & fees
1 Jan - 2 Jan 2026
Clinton Motel
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

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, (463)
"We came in for a family wedding in the area and this hotel was a great location. The mexican restaurant that was down the street is fantastic, great margaritas ! Would definitely use this location again if we were out this way. Thank you for a wonderful stay !"
United States
Robert
The price is HK$521
HK$599 total
includes taxes & fees
15 Jan - 16 Jan 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool, outdoor pool
Hyatt Place Long Island East End

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1002)
"Loved this hotel. Rooms were spacious and clean and the area is very quaint!"
United States
Ryan
The price is HK$832
HK$950 total
includes taxes & fees
19 Jan - 20 Jan 2026
Hyatt Place Long Island East End
Outdoor pool, a heated pool
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Water Mill
10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is HK$32,590
HK$56,783 total
includes taxes & fees
6 Jan - 7 Jan 2026
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (555)
"Room and staff were amazing. "
United States
Manuel
The price is HK$1,088
HK$1,437 total
includes taxes & fees
15 Jan - 16 Jan 2026
The Harbor Front Inn
Indoor pool
The Inn And Spa At East Wind

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, (884)
"A nice place to stay- good rates, clean rooms, good location, plenty parking- would definitely go back again"
United States
william
The price is HK$866
HK$990 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Inn And Spa At East Wind
Pool
Hotel Indigo East End by IHG

Hotel Indigo East End by IHG

Hotel Indigo East End by IHG
3.5 star property
Riverhead
8.8 out of 10, Excellent, (1002)
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
The price is HK$824
HK$941 total
includes taxes & fees
28 Jan - 29 Jan 2026
Hotel Indigo East End by IHG
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (602)
"Great view but a gas station has a better breakfast. "
United States
Michael
The price is HK$1,238
HK$1,608 total
includes taxes & fees
5 Jan - 6 Jan 2026
Sound View Greenport
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (415)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is HK$956
HK$1,100 total
includes taxes & fees
22 Jan - 23 Jan 2026
The Bentley Hotel Southampton
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.
View all properties

Top Cutchogue Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Great place!"
Laura 1-night trip
Posted 15 hours ago
Water's Edge Resort & Spa

Frequently asked questions

What are some accommodation options with pools in Cutchogue?
Water's Edge Resort & Spa: Features a seasonal outdoor pool, an indoor pool and a private beach. Pier Blue Inn Old Saybrook - Essex: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access. The Bentley Hotel Southampton: Features a private beach, a seasonal outdoor pool and complimentary cabanas. Bayview Resort: Offers an indoor pool, an outdoor pool and a snack bar/deli. Hilton Garden Inn Riverhead: Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking.
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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