A pebble beach at sunset with a calm sea in the background.

Hotels with Swimming Pools in Orient Point

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Check availability on Orient Point Hotels with Swimming Pools

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Orient Point hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

1. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
S$253
includes taxes & fees
3 Nov - 4 Nov
The Harbor Front Inn
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 spacious room with wicker furniture, large windows, and a view of the sea.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

2. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
S$291
includes taxes & fees
3 Nov - 4 Nov
Sound View Greenport
A poolside area with a hat and towel on a lounge chair.
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.
A modern living room with a sofa, a dining table, and a kitchen area in the background.
A modern bathroom with a black bathtub, white sink, and shower area. There are framed pictures on the wall and a potted plant on the counter.

3. North Fork Resort

North Fork Resort
Greenport
S$363
includes taxes & fees
7 Oct - 8 Oct
North Fork Resort
Outdoor pool
Room
Beach
Terrace/patio

4. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
S$389
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
A poolside area with lounge chairs and yellow umbrellas.
A wooden cabinet with a newspaper, a coffee maker, and a mug on top. There is a small stool and a window with blinds.
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A wooden desk with drawers, a chair, a lamp, and a framed picture on the wall.

5. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
S$419
includes taxes & fees
1 Nov - 2 Nov
Oyster Estate
Property amenity
Front of property – evening/night
Bar (on property)
Property amenity

6. 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.
S$294
includes taxes & fees
5 Oct - 6 Oct
Shelter Island House
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A waterfront property with a large house, multiple boats docked, and lush greenery.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

7. 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.
S$320
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.
A marina at sunset with boats docked, a fire feature on the deck, and a chair.
A two-story Victorian-style house with a balcony, a porch, and a small tower.
An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.

8. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
Old Saybrook Center
  • Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.
S$455
includes taxes & fees
3 Nov - 4 Nov
Saybrook Point Resort & Marina
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A balcony with a view of the ocean, a white railing, and two white chairs with blue cushions.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.

9. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
  • Pristine waters await at this coastal retreat with private beach access and year-round pools.
S$252
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
Outdoor pool
Living area
Room
Reception

10. East Hampton House Resort

East Hampton House Resort
East Hampton North
  • Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.
S$232
includes taxes & fees
2 Nov - 3 Nov
East Hampton House Resort
View all properties

Choose what matters most at hotels with a pool in Orient Point

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Orient Point Hotel Reviews

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Room was clean,staff was amazing food wasn't good for us."
Edrise 1-night trip
Posted 6 hours ago
Montauk Yacht Club
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"The property was definitely worth a five-star rating and the views of the Bay were tremendous! The rooms were very clean and the beds were super comfortable. I had a wonderful breakfast looking out over the water. It was magical"
Melanie 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa
Mystic Marriott Hotel and Spa

Mystic Marriott Hotel and Spa

10/10 Excellent
"best hotel i’ve ever been to 10/10"
Shayla 1-night trip
Posted 1 day ago
Mystic Marriott Hotel and Spa
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Such a great spot! Clean, easy access, everything you need!!"
Christian 3-night trip
Posted 2 days ago
Ocean Resort Inn
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Beachcomber was wonderful loved it"
elizabeth 3-night trip
Posted 4 days ago
Beachcomber Resort at Montauk
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

8/10 Good
"This hotel is a good bargain. Although worn down in general, it suited our needs for one night. Very comfortable bed, quiet, and good buffet breakfast. Near shopping and the highway so convenient too."
Gail 1-night trip
Posted 9 days ago
Regency Inn & Suites New London, Mystic

Frequently asked questions

What are some hotels with pools in Orient Point?
Regency Inn & Suites New London, Mystic: Features a snack bar/deli, an indoor pool and buffet. Pier Blue Inn Old Saybrook - Essex: Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool and a private beach. Gurney's Montauk Resort & Seawater Spa: Features a full-service spa, an indoor pool and a snack bar/deli. Mystic Marriott Hotel and Spa: Hotel, 1-minute walk from The Hamptons Beaches. Offers a sauna, a seasonal outdoor pool and free self parking. Offshore Montauk: Features a private beach, a seasonal outdoor pool and 2 bars.
What is there to see and do in Orient Point?
Surround yourself with nature at Orient Point County Park and Little Bay. Discover sights such as Orient Beach State Park during your stay.
When is the best time to book a hotel with a pool in Orient Point?
You may want to consider a place to stay that offers an outdoor pool if you'll be visiting Orient Point in the hottest months of August, July or September, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temp is 4°C.

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