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

Find Hotels with a Pool in Orient Point, NY

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Check availability on Orient Point Hotels with a Pool

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Orient Point hotels with a pool

A swimming pool with a wooden deck, lounge chairs, and a fence.
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
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.

1. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
₩238,258
₩310,225 total
includes taxes & fees
Nov 3 - Nov 4
The Harbor Front Inn
A poolside area with lounge chairs and yellow umbrellas.
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
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 wooden shower enclosure with a tiled wall, a showerhead, and a toilet visible through the door.

2. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
₩299,487
₩377,344 total
includes taxes & fees
Oct 25 - Oct 26
Oyster Estate
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A spacious room with wicker furniture, large windows, and a view of the sea.
A beach bar with wooden chairs and a small table, overlooking the sea.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

3. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
₩238,391
₩310,377 total
includes taxes & fees
Nov 16 - Nov 17
Sound View Greenport
A poolside area with a hat and towel on a lounge chair.
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.
A modern living room with a sofa, a dining table, and a kitchen area in the background.
A modern house with a deck, outdoor seating, and a fire pit.

4. North Fork Resort

North Fork Resort
Greenport
₩427,667
₩488,610 total
includes taxes & fees
Oct 22 - Oct 23
North Fork Resort
Property amenity
Terrace/patio
Bar (on property)
Property amenity

5. 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.
₩267,874
₩306,035 total
includes taxes & fees
Oct 21 - Oct 22
Shelter Island House
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

6. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
₩291,500
₩333,040 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
Outdoor pool
Room
Room
Terrace/patio

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
₩224,974
₩404,706 total
includes taxes & fees
Nov 15 - Nov 16
Cliffside Resort Condominiums
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.
An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.
A two-story Victorian-style house with a balcony, a porch, and a small tower.

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.
₩358,052
₩458,347 total
includes taxes & fees
Nov 18 - Nov 19
Saybrook Point Resort & Marina
A large, modern house with a swimming pool, surrounded by lush greenery and trees.
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A residential area with houses, a wooden deck, and a garden with pink flowers.
A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.

9. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
  • Upscale poolside paradise offers year-round swimming with indoor and outdoor options.
₩602,034
₩687,833 total
includes taxes & fees
Nov 3 - Nov 4
East Hampton Art House Bed & Breakfast
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
A balcony with a view of the ocean, a white railing, and two white chairs with blue cushions.

10. 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.
₩250,370
₩310,886 total
includes taxes & fees
Nov 1 - Nov 2
Water's Edge Resort & Spa
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

Sound View Greenport

Sound View Greenport

8/10 Good
"This was our third stay at Soundview. We stay there because all of the rooms face the sound and the natural view can’t be beat. The rooms are lodgy but spacious and depending on your room, there are public/private balconies."
Danielle 1-night trip
Posted 1 day ago
Sound View Greenport
Mystic Marriott Hotel and Spa

Mystic Marriott Hotel and Spa

10/10 Excellent
"Staff at the desk were helpful and very friendly. Room was great and actually bigger than we expected. Location was incredibly convenient to Mystic. Would definitely stay again."
Timothy 1-night trip
Posted 2 days ago
Mystic Marriott Hotel and Spa
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Great place in Montauk. Beautiful view and room was spacious."
fred 4-night trip
Posted 4 days ago
Beachcomber Resort at Montauk

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 with an outdoor swimming pool if you plan to visit Orient Point in the hottest months of August, July, or September when the average temperature is 70°F. Lodging with 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 38°F.

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