Photo by Adriana T

Find Hotels with a Pool in Cutchogue, NY

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cutchogue Hotels with a Pool

Tonight
6 Jan - 7 Jan
Tomorrow
7 Jan - 8 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Our top choices for Cutchogue hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (559)
"Room and staff were amazing. "
United States
Manuel
The price is AED 495
AED 671 total
includes taxes & fees
1 Feb - 2 Feb
The Harbor Front Inn
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, (465)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is AED 246
AED 283 total
includes taxes & fees
12 Jan - 13 Jan
Econo Lodge Inn & Suites Old Saybrook Westbrook
Seasonal outdoor pool
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (299)
"Is good"
United States
Miguel
The price is AED 279
AED 321 total
includes taxes & fees
7 Jan - 8 Jan
Clinton Motel
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, (446)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is AED 317
AED 410 total
includes taxes & fees
7 Jan - 8 Jan
Hamlet 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 AED 395
AED 451 total
includes taxes & fees
20 Jan - 21 Jan
The Inn And Spa At East Wind
Pool
Hotel Indigo Long Island - East End by IHG

Hotel Indigo Long Island - East End by IHG

Hotel Indigo Long Island - East End by IHG
3.5 star property
Riverhead
8.8 out of 10, Excellent, (1008)
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
The price is AED 389
AED 445 total
includes taxes & fees
3 Feb - 4 Feb
Hotel Indigo Long Island - East End by IHG
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, (1003)
"Clean and quiet. "
United States
Jeffrey
The price is AED 400
AED 457 total
includes taxes & fees
21 Jan - 22 Jan
Hyatt Place Long Island East End
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (604)
"Nice place"
United States
Mateusz
The price is AED 560
AED 745 total
includes taxes & fees
18 Jan - 19 Jan
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, (417)
"The rooms were so nice! Definitely gonna be back!"
United States
Cory
The price is AED 452
AED 520 total
includes taxes & fees
22 Jan - 23 Jan
The Bentley Hotel Southampton
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 AED 15,397
AED 27,188 total
includes taxes & fees
7 Jan - 8 Jan
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
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

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Clean, well maintained stay with a working Gym "
Leilani 2-night trip
Posted 17 hours ago
Hilton Garden Inn Riverhead

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations 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 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.