Hotels with Pool & Resorts in Cutchogue from AU$125

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Check availability on Cutchogue Hotels with Pool

Our top choices for Cutchogue hotels with a pool

Seasonal outdoor pool

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (310 reviews)
  • cleanliness
    Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
The price is AU$125
includes taxes & fees
20 May - 21 May
Clinton Motel
Individually decorated, individually furnished, desk, laptop workspace

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, (474 reviews)
  • cleanliness
    Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodation.
The price is AU$129
includes taxes & fees
26 May - 27 May
Econo Lodge Inn & Suites Old Saybrook Westbrook
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, (500 reviews)
  • cleanliness
    Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
The price is AU$269
includes taxes & fees
21 May - 22 May
The Bentley Hotel Southampton
Seasonal outdoor pool

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (699 reviews)
  • cleanliness
    Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
The price is AU$346
includes taxes & fees
4 June - 5 June
The Hampton Maid
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, (477 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 AU$217
includes taxes & fees
26 May - 27 May
Hamlet Inn
Exterior

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is AU$426
includes taxes & fees
21 May - 22 May
The Penny Lane
Seasonal outdoor pool

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (18 reviews)
The price is AU$431
includes taxes & fees
8 June - 9 June
North Fork Resort
Seasonal outdoor pool

East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (299 reviews)
  • cleanliness
    Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.
The price is AU$380
includes taxes & fees
2 June - 3 June
East Hampton House Resort
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, (85 reviews)
  • cleanliness
    Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.
The price is AU$609
includes taxes & fees
27 May - 28 May
The Pridwin Hotel
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (252 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
The price is AU$381
includes taxes & fees
31 May - 1 June
Cliffside Resort Condominiums
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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"We ended up getting an upgrade into one of the two bedroom two bathroom pillows due to the renovation on the main hotel. We were pleasantly surprised we felt like we were home. It was so nice so relaxing. Everything was amazing and we could literally walk right across the street to get something to eat at fresh salt or at the choo-choo lounge views of the water at home field by having a full kitchen and laundry felt like a great little mini vacation we’ve been there before and we will be back again. Bravo."
Amanda 3-night trip
Posted 2 days ago
Saybrook Point Resort & Marina

Frequently asked questions

What are some accommodation options with pools in Cutchogue?
The Bentley Hotel Southampton: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Sound View Greenport: Offers a private beach, a seasonal outdoor pool and 2 bars. Sag Harbor Inn: Hotel, 1-minute walk from The Hamptons Beaches. Provides daily, a seasonal outdoor pool and free self parking. Pier Blue Inn Old Saybrook - Essex: Offers a seasonal outdoor pool, an indoor pool and a private beach. Water's Edge Resort & Spa: Features daily, a seasonal outdoor pool and sunloungers.
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.