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

Hotels with Swimming Pools in Cutchogue

  • 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 Swimming Pools

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Cutchogue hotels with a pool

Seasonal outdoor pool, pool umbrellas, pool loungers

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (670 reviews)
  • cleanliness
    Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
The price is S$883
includes taxes & fees
3 Aug - 4 Aug
Sound View Greenport
Children’s activities

Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (360 reviews)
  • cleanliness
    Soak in poolside bliss at this Hampton guesthouse with refreshing seasonal pool, tennis court, and nearby beach activities.
The price is S$299
includes taxes & fees
6 Aug - 7 Aug
Hampton's Vacation Inn
Seasonal outdoor pool

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (129 reviews)
  • cleanliness
    Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
The price is S$399
includes taxes & fees
2 Aug - 3 Aug
Ocean View Terrace Inn
Reception

The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (91 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is S$397
includes taxes & fees
19 Aug - 20 Aug
The Penny Lane
Seasonal outdoor pool

Budget Host East End

Budget Host East End
2.0 star property
Riverhead
6.8 out of 10, (842 reviews)
  • cleanliness
    Escape summer heat at this serene riverfront motel with a clean, seasonal pool.
The price is S$184
includes taxes & fees
18 Aug - 19 Aug
Budget Host East End
Sports court

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (1,014 reviews)
  • cleanliness
    Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
The price is S$363
includes taxes & fees
12 Aug - 13 Aug
The Atlantic Hotel
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, (495 reviews)
  • cleanliness
    Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
The price is S$412
includes taxes & fees
3 Aug - 4 Aug
Hamlet Inn
Seasonal outdoor pool

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (326 reviews)
  • cleanliness
    Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
The price is S$137
includes taxes & fees
23 Aug - 24 Aug
Clinton Motel
Desk, laptop workspace, iron/ironing board, rollaway beds

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, (484 reviews)
  • cleanliness
    Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodation.
The price is S$120
includes taxes & fees
4 Aug - 5 Aug
Econo Lodge Inn & Suites Old Saybrook Westbrook
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (95 reviews)
  • cleanliness
    Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.
The price is S$1,171
includes taxes & fees
16 Aug - 17 Aug
The Pridwin 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.
View all properties

Choose what matters most at hotels with a pool in Cutchogue

Breakfast included
4 stars

Top Cutchogue Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Only thing missing was more kid's activities. It would have been awesome"
Mohammad Quadir 2-night trip
Posted less than an hour ago
Water's Edge Resort & Spa

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: Provides a seasonal outdoor pool, an indoor pool and a private beach. Water's Edge Resort & Spa: Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. The Atlantic Hotel: Offers a private beach, a seasonal outdoor pool and a full-service spa. The Pridwin Hotel: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access.
What is there to see and do in Cutchogue?
Explore places such as The Hamptons Beaches while you're in the area. Make a point to visit attractions such as 8 Hands Farm.
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.

Explore a world of travel with Expedia