Find Hotels with a Pool in Orient Point, NY from CA $188

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Check prices for these dates

Tonight
Nov 11 - Nov 12
Tomorrow
Nov 12 - Nov 13
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

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.

1. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (675 reviews)
  • cleanliness
    Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
The price is CA $195
CA $263 total
includes taxes & fees
Nov 15 - Nov 16
The Harbor Front Inn
A poolside area with sun loungers, a pool, and a building with a balcony.

2. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (302 reviews)
  • cleanliness
    Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
The price is CA $254
CA $320 total
includes taxes & fees
Dec 3 - Dec 4
Oyster Estate
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.

3. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (768 reviews)
  • cleanliness
    Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
The price is CA $239
CA $313 total
includes taxes & fees
Nov 15 - Nov 16
Sound View Greenport
Outdoor pool

4. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
The price is CA $271
CA $467 total
includes taxes & fees
Nov 26 - Nov 27
Cliffside Resort Condominiums
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

5. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (689 reviews)
  • cleanliness
    Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
The price is CA $309
CA $353 total
includes taxes & fees
Nov 15 - Nov 16
Sag Harbor Inn
A modern house with a deck, outdoor seating, and a fire pit.

6. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
The price is CA $438
CA $500 total
includes taxes & fees
Nov 19 - Nov 20
North Fork Resort
A marina with boats docked, a fire pit table, and outdoor seating.

7. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,001 reviews)
  • cleanliness
    Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.
The price is CA $382
CA $489 total
includes taxes & fees
Dec 7 - Dec 8
Saybrook Point Resort & Marina
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.

8. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,009 reviews)
  • cleanliness
    Pristine waters await at this coastal retreat with private beach access and year-round pools.
The price is CA $188
CA $241 total
includes taxes & fees
Dec 8 - Dec 9
Water's Edge Resort & Spa
A pool area with umbrellas, potted plants, and a pathway leading to a building.

9. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (321 reviews)
  • cleanliness
    Dive into summer splendour at a tranquil pool retreat with chic cabanas and luxe loungers.
The price is CA $441
CA $554 total
includes taxes & fees
Dec 6 - Dec 7
Faraway Sag Harbor
A modern indoor swimming pool with marble walls and a tiled floor.

10. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,424 reviews)
  • cleanliness
    Refreshing hilltop retreat with year-round pool access and sweeping ocean vistas.
The price is CA $196
CA $251 total
includes taxes & fees
Nov 30 - Dec 1
Montauk Manor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Orient Point

Breakfast included
4 stars

Top Orient Point Hotel Reviews

A marina with boats docked, a fire pit table, and outdoor seating.
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
Old Saybrook Center

10/10 Excellent

Everything was perfect!
Canada
Annalie
Reviewed October 13, 2026
Saybrook Point Resort & Marina

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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