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 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.

1. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
￥25,792
￥33,990 total
includes taxes & fees
Nov 4 - Nov 5
The Harbor Front Inn
A poolside area with lounge chairs and yellow umbrellas.
A wooden desk with drawers, a chair, a lamp, and a framed picture on the wall.
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.

2. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
￥35,568
￥44,814 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 scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A coastal building with large windows, a deck, and a view of the sea at sunset.

3. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
￥27,930
￥36,432 total
includes taxes & fees
Nov 1 - Nov 2
Sound View Greenport
A poolside area with a hat and towel on a lounge chair.
A modern house with a deck, outdoor seating, and a fire pit.
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 rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

4. North Fork Resort

North Fork Resort
Greenport
￥41,260
￥47,139 total
includes taxes & fees
Nov 1 - Nov 2
North Fork Resort
Property amenity
Front of property - evening/night
Terrace/patio
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.
￥31,814
￥36,346 total
includes taxes & fees
Oct 18 - Oct 19
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 waterfront property with a large house, multiple boats docked, and lush greenery.

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.
￥34,620
￥39,553 total
includes taxes & fees
Nov 5 - Nov 6
Sag Harbor 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.
￥26,719
￥48,065 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums
An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.
A two-story Victorian-style house with a balcony, a porch, and a small tower.
A marina at sunset with boats docked, a fire feature on the deck, and a chair.
A marina with boats docked, a fire pit table, and outdoor seating.

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.
￥38,887
￥50,262 total
includes taxes & fees
Nov 3 - Nov 4
Saybrook Point Resort & Marina
A large, modern house with a swimming pool, surrounded by lush greenery and trees.
A sliding glass door leading to an outdoor area with a pool and a wooden deck.
A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.
A residential area with houses, a wooden deck, and a garden with pink flowers.

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.
￥71,500
￥81,690 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton Art House Bed & Breakfast
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A living room with two sofas, a coffee table, a lamp, and a painting on the wall.
A hallway with a blue reception desk, framed artwork on the walls, and a wooden door with a men's restroom sign.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.

10. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
  • Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.
￥15,318
￥17,615 total
includes taxes & fees
Nov 8 - Nov 9
Quality Inn Old Saybrook - Westbrook
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Nice place"
Laurie 2-night trip
Posted 18 hours ago
Water's Edge Resort & Spa
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Everything was wonderful…location, view, amenities made our stay so memorable. Can’t wait to go back!"
SUZANNE 3-night trip
Posted 22 hours ago
Beachcomber Resort at Montauk
Mystic Marriott Hotel and Spa

Mystic Marriott Hotel and Spa

10/10 Excellent
"Cleanliness!!"
Susan 2-night trip
Posted 2 days ago
Mystic Marriott Hotel and Spa
Sound View Greenport

Sound View Greenport

10/10 Excellent
"The breakfast could have had a better choice."
Allen 1-night trip
Posted 2 days ago
Sound View Greenport
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

10/10 Excellent
"Was a good stay"
Shaneec 1-night trip
Posted 3 days ago
Regency Inn & Suites New London, Mystic
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Perfect for weekend stay"
DAWN 1-night trip
Posted 11 days ago
Ocean Surf Resort

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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