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

Search Hotels with Swimming Pool in Cutchogue

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Check availability on Cutchogue Hotels with Swimming Pool

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Cutchogue hotels with a pool

A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A beach bar with wooden chairs and a small table, overlooking the sea.
A spacious room with wicker furniture, large windows, and a view of the sea.
A coastal building with a deck extending over the water, featuring large windows and a dining area.

1. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
₹15,133
₹20,001 total
includes taxes & fees
22 Nov - 23 Nov
Sound View Greenport
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
A modern bathroom with a large mirror, two sinks, and a shower visible in the background.

2. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
  • Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
₹13,672
₹15,620 total
includes taxes & fees
31 Oct - 1 Nov
The Bentley Hotel Southampton
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A waterfront property with a large house, multiple boats docked, and lush greenery.

3. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
₹20,792
₹23,755 total
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
A swimming pool with a wooden deck, lounge chairs, and a fence.
A balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.
A hotel room with a bed, a chair, and a balcony with a view of greenery.
A bar area with wooden bar stools and a bookshelf.

4. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
₹13,907
₹18,600 total
includes taxes & fees
22 Nov - 23 Nov
The Harbor Front Inn
A poolside area with lounge chairs, umbrellas, and a view of boats in the background.
A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.
A marina with boats docked, a fire feature, and outdoor seating with a bottle and glasses.
A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.

5. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
  • Take a dip in two refreshing pools at this Long Island hotel, where poolside relaxation meets marina adventure and family fun.
₹12,627
₹14,427 total
includes taxes & fees
22 Nov - 23 Nov
Hyatt Place Long Island East End
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.
A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.
A beach with sand and sparse vegetation.
A bedroom with a large bed, a chandelier, and multiple windows.

6. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
₹20,080
₹22,942 total
includes taxes & fees
26 Oct - 27 Oct
The Hampton Maid
A modern bathroom with a marble sink, a toilet, and a large mirror.
A reception area with a marble counter, wooden walls, and a large vertical sign for The Preston House & Hotel.
A lobby with yellow upholstered chairs, a round wooden table, and a large abstract painting on the wall.
A two-story house with a front porch, a staircase, and a large glass window on the upper floor.

7. The Preston House & Hotel

The Preston House & Hotel
Riverhead
  • Sunrise splash sessions in the rooftop pool with local art exhibitions nearby.
₹21,699
₹24,791 total
includes taxes & fees
2 Nov - 3 Nov
The Preston House & Hotel
A rectangular swimming pool with metal ladders on both sides, surrounded by a stone wall and a fence.
A buffet with labeled containers of turkey sausage and cookies.
A hotel room with a gray sofa, a blue ottoman, a wooden desk, and a bed with white linens.
A Holiday Inn Express hotel with a stone facade, multiple windows, and a covered entrance area.

8. Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG
Riverhead
  • Seasonal splash and sun at Long Island's relaxing poolside retreat with loungers and umbrellas.
₹12,153
₹13,884 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Riverhead - Long Island by IHG
A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.
A living room with a wooden entertainment center, a sofa, a coffee table, and a lamp.
A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.
A bedroom with a bed, bedside tables, a chair, a desk, and a bathroom visible through an open door.

9. Southampton Long Island Hotel

Southampton Long Island Hotel
Southampton
  • Luxurious poolside retreat with seasonal outdoor oasis and plush sun loungers, just minutes from Cooper's Beach in the Hamptons.
₹15,096
₹18,003 total
includes taxes & fees
26 Oct - 27 Oct
Southampton Long Island Hotel
A poolside area with lounge chairs, a table with food and drinks, and a pool.
A breakfast buffet with various food items and beverages.
A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.
A beach chair with a towel labeled "CANOE PLACE" and a wicker basket with bottles and a container on the sand.

10. Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
Hampton Bays
  • Dive into pool-side luxury at this Hamptons retreat where massages and seasonal swimming create a waterfront escape period.
₹42,843
₹51,885 total
includes taxes & fees
26 Oct - 27 Oct
Canoe Place Inn and Cottages
View all properties

Choose what matters most at hotels with a pool in Cutchogue

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cutchogue Hotel Reviews

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"clean room"
Susan 1-night trip
Posted 15 hours ago
Hyatt Place Long Island East End
Faraway Sag Harbor

Faraway Sag Harbor

8/10 Good
"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."
Joan 2-night trip
Posted 2 days ago
Faraway Sag Harbor
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"We were 4 girls and the room was two bedrooms and another bed also so it accommodated all of us. 😊"
Grace 1-night trip
Posted 6 days ago
The Atlantic Hotel

Frequently asked questions

What are some accommodation options 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 tennis courts, a seasonal outdoor pool and free self parking. The Atlantic Hotel: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Zey Hotel: Hotel, 3-minute walk from The Hamptons Beaches. Provides spa services, a seasonal outdoor pool and a snack bar/deli.
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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