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

Cutchogue Hotel Guide - Hotels with Pool in Cutchogue, New York

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Check availability on Cutchogue Hotels with Pool

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Cutchogue hotels with a pool

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 bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

1. 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.
€146
includes taxes & fees
13 Oct - 14 Oct
The Bentley Hotel Southampton
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A beach bar with wooden chairs and a small table, overlooking the sea.

2. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
€220
includes taxes & fees
2 Nov - 3 Nov
Sound View Greenport
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.
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 blue sofa, a wicker chair, a small table with a vase, and a lamp.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

3. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
€189
includes taxes & fees
1 Nov - 2 Nov
The Harbor Front Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.
A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.
A sign for 'The Atlantic Southampton' with a stylized logo and text.
A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

4. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
€113
includes taxes & fees
28 Oct - 29 Oct
The Atlantic Hotel
A pool area with lounge chairs and a covered seating area, surrounded by greenery and a view of neighboring houses.
An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.
A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.
A house with a dark blue exterior, a white porch railing, and a red door.

5. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
€173
includes taxes & fees
22 Oct - 23 Oct
Ocean View Terrace Inn
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.
A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.
A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

6. Hamlet Inn

Hamlet Inn
Southampton
  • Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
€128
includes taxes & fees
7 Oct - 8 Oct
Hamlet Inn
Outdoor pool
Room
Beach
Room

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
€270
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.
A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.
A beach with sand and sparse vegetation.
A bedroom with a large bed, a chandelier, and multiple windows.

8. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
€215
includes taxes & fees
13 Oct - 14 Oct
The Hampton Maid
Property amenity
Terrace/patio
Front of property – evening/night
Bar (on property)

9. Shelter Island House

Shelter Island House
Shelter Island Heights
  • Relaxing seasonal pool oasis beckons at this Shelter Island retreat, where a poolside bar enhances sun-drenched afternoons.
€204
includes taxes & fees
7 Oct - 8 Oct
Shelter Island House
A swimming pool with a child on a pink and white inflatable float.
A stone fireplace with a built-in bench, a window with a view of trees, and a stone floor.
A hotel room with two beds, a desk, a coffee maker, and a view of greenery through the window.
A dining area with wicker chairs, a glass table, and a flat-screen TV mounted on the wall.

10. Hampton's Vacation Inn

Hampton's Vacation Inn
Hampton Bays
  • Soak in poolside bliss at this Hampton guesthouse with refreshing seasonal pool, tennis court, and nearby beach activities.
€126
includes taxes & fees
7 Oct - 8 Oct
Hampton's Vacation Inn
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

The Atlantic Hotel

The Atlantic Hotel

8/10 Good
"My only complaint would be i wish there was a Keurig machine in the room instead of an espresso machine. Would definitely stay there again."
Fred 2-night trip
Posted 9 hours ago
The Atlantic Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Scenery was picture postcard perfect! Highly recommend balcony view from the main hotel Room service was excellent and the dining room staff and food were wonderful Only downside. There were no robes in the room and if you drank the bottled water, you were charged. Not really disclosed very well I'm actually planning on going back"
Billie 2-night trip
Posted 10 hours ago
Water's Edge Resort & Spa
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Great stay. The hotel was clean and convenient. Highly recommend."
Bryan 1-night trip
Posted 1 day ago
Hilton Garden Inn Riverhead
Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"I had one night slp there every thing was amazing clean and good breakfast was so fresh and yummy"
Susan 1-night trip
Posted 2 days ago
Hyatt Place Long Island East End
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

8/10 Good
"The staff are very welcoming. A small point but the hot water in the bathroom is just warm and takes a time to arrive...."
David 2-night trip
Posted 5 days ago
Saybrook Point Resort & Marina
Budget Host East End

Budget Host East End

8/10 Good
"Staff"
Harvey 2-night trip
Posted 2 weeks ago
Budget Host East End

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.