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Check availability on Cutchogue Hotels with Pool

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 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 modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
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.

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.
Rp2.560.129
Rp2.924.947 total
includes taxes & fees
17 Oct - 18 Oct
The Bentley Hotel Southampton
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.
Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.
A house with a dark blue exterior, a white porch railing, and a red door.

2. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
Rp1.968.972
Rp3.235.788 total
includes taxes & fees
29 Sept - 30 Sept
Ocean View Terrace Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.
A modern kitchen with a central island, a dining area with a black and white striped sofa, and a living area with a black leather couch.
A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.
A sign for 'The Atlantic Southampton' with a stylized logo and text.

3. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
Rp1.597.842
Rp2.273.109 total
includes taxes & fees
28 Oct - 29 Oct
The Atlantic Hotel
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.
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.
A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

4. 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.
Rp2.269.205
Rp2.933.048 total
includes taxes & fees
29 Sept - 30 Sept
Hamlet Inn
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.
A beach with sand and sparse vegetation.
A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.
A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

5. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
Rp3.786.484
Rp4.326.058 total
includes taxes & fees
13 Oct - 14 Oct
The Hampton Maid
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 dining area with wooden paneling, a patterned floor, and a view of outdoor seating through large windows.
A marina with boats docked, a fire feature, and outdoor seating with a bottle and glasses.

6. 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.
Rp3.043.510
Rp3.477.211 total
includes taxes & fees
27 Oct - 28 Oct
Hyatt Place Long Island East End
A swimming pool with a diving board, surrounded by a fenced patio area with benches and a small building.
A hotel room with two beds, a nightstand, a chair, and artwork on the walls.
A modern hotel lobby with a seating area, a reception desk, and a view of the street.
A hotel room with two beds, a small table, and a chair. There are wall-mounted lamps and a mirror above the beds.

7. Budget Host East End

Budget Host East End
Riverhead
  • Escape summer heat at this serene riverfront motel with a clean, seasonal pool.
Rp1.593.367
Rp1.820.422 total
includes taxes & fees
29 Sept - 30 Sept
Budget Host East End
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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Absolutely lovely resort, food and the spa is wonderful!"
Christa 2-night trip
Posted 1 hour ago
Saybrook Point Resort & Marina
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

8/10 Good
"Good hotel benefited by a good lobby and the delightful Annabel who welcomed us when we arrived after a long journey and managed to arrange food for my family just before the kitchen closed. She looked after us and friends over our stay and made us all very welcome Rooms were spacious though a little dark and we were surprised that given the cost of the hotel room they were only cleaned every other day Facilities are good though and it’s a great base to visit this lovely island. Would happily stay here again"
LOUISE M 3-night trip
Posted 2 days ago
Hilton Garden Inn Riverhead
Budget Host East End

Budget Host East End

8/10 Good
"Staff"
Harvey 2-night trip
Posted 5 days ago
Budget Host East End
Hyatt Place Long Island East End

Hyatt Place Long Island East End

8/10 Good
"Great hotel, Not for $500 per night though"
Brian 2-night trip
Posted 7 days ago
Hyatt Place Long Island East End
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 13 days ago
Faraway Sag Harbor

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 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. The Atlantic Hotel: Features a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Zey Hotel: Provides 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.

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