A lighthouse on a rocky outcrop with a boat in the water.

Find Hotels with a Pool in Orient, NY

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Check availability on Orient Hotels with a Pool

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Our top choices for Orient hotels with a pool

Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (278 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
The price is ￥52,945
￥74,523 total
includes taxes & fees
Aug 3 - Aug 4
Cliffside Resort Condominiums
Suite, 1 Bedroom, Terrace, Harbor View | Terrace/patio

2. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (634 reviews)
  • cleanliness
    Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
The price is ￥65,046
￥82,405 total
includes taxes & fees
Aug 31 - Sep 1
The Harbor Front Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

3. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (95 reviews)
  • cleanliness
    Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.
The price is ￥109,553
￥137,681 total
includes taxes & fees
Sep 1 - Sep 2
The Pridwin Hotel
Indoor pool

4. Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area
3.0 star property
Montville
9.0 out of 10, Wonderful, (2,731 reviews)
  • cleanliness
    Year-round swimming perfection awaits in the indoor pool, just steps from Mohegan Sun Casino.
The price is ￥19,203
￥22,084 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Place Uncasville - Casino Area
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

5. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,002 reviews)
  • cleanliness
    Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.
The price is ￥18,597
￥21,386 total
includes taxes & fees
Aug 23 - Aug 24
Quality Inn Old Saybrook - Westbrook
Lobby

6. Oyster Estate

Oyster Estate
2.0 star property
Greenport
9.2 out of 10, Wonderful, (284 reviews)
  • cleanliness
    Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
The price is ￥75,030
￥94,533 total
includes taxes & fees
Sep 1 - Sep 2
Oyster Estate
Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas

7. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.
The price is ￥57,779
￥71,955 total
includes taxes & fees
Sep 2 - Sep 3
Saybrook Point Resort & Marina
Seasonal outdoor pool

8. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (42 reviews)
The price is ￥101,995
￥116,529 total
includes taxes & fees
Aug 17 - Aug 18
North Fork Resort
Property amenity

9. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (63 reviews)
  • cleanliness
    Relaxing seasonal pool oasis beckons at this Shelter Island retreat, where a poolside bar enhances sun-drenched afternoons.
The price is ￥49,778
￥56,872 total
includes taxes & fees
Aug 13 - Aug 14
Shelter Island House
Seasonal outdoor pool, pool umbrellas, sun loungers

10. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (674 reviews)
  • cleanliness
    Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
Sound View Greenport
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

Breakfast included
4 stars

Top Orient Hotel Reviews

Pleasant View Inn

Pleasant View Inn

10/10 Excellent
"We absolutely loved being directly on the water. The sound of the waves lulled me to sleep. There were a lot of stairs which should be noted for folks who have bad knees or ambulatory difficulties."
Tracy 3-night trip
Posted 4 hours ago
Pleasant View Inn

Frequently asked questions

What are some accommodations with pools in Orient?
Hyatt Place Uncasville - Casino Area: Hotel located near Mohegan Sun Casino. Features a snack bar/deli, an indoor pool, and buffet. Best Western Mystic Hotel: Hotel, 13-minute walk from Olde Mistick Village. Offers free self parking, a seasonal outdoor pool, and LED televisions. Winnapaug Inn: Hotel located near Misquamicut State Beach. Provides daily, a seasonal outdoor pool, and free self parking. Pier Blue Inn Old Saybrook - Essex: Features a private beach, a seasonal outdoor pool, and 2 bars. Microtel Inn & Suites by Wyndham Uncasville Casino Area: Hotel located near Mystic Aquarium and Institute for Exploration. Offers daily, a seasonal outdoor pool, and free self parking.
What is there to see and do in Orient?
Explore places like The Hamptons Beaches while you're in the area. Spend some time experiencing the great outdoors at Orient Point County Park and Truman's Beach.
When is the best time to book a hotel with a pool in Orient?
You may want to think about a place to stay that offers an outdoor pool if you're planning to visit Orient in the hottest months of August, July, or September when the average temp is 70°F. Lodging offering 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 38°F.