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

Orient Hotel Guide - Hotels with Pool in Orient, New York

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Check availability on Orient Hotels with Pool

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Orient 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 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.
€208
includes taxes & fees
2 Nov - 3 Nov
The Harbor Front Inn
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A spacious room with wicker furniture, large windows, and a view of the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.

2. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
€221
includes taxes & fees
1 Nov - 2 Nov
Sound View Greenport
Outdoor pool
Room
Room
Beach

3. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
€271
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
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 desk with drawers, a chair, a lamp, and a framed picture on the wall.

4. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
€253
includes taxes & fees
9 Nov - 10 Nov
Oyster Estate
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 modern living room with a sofa, a dining table, and a kitchen area in the background.

5. North Fork Resort

North Fork Resort
Greenport
€272
includes taxes & fees
13 Oct - 14 Oct
North Fork Resort
Property amenity
Bar (on property)
Front of property – evening/night
Terrace/patio

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.
€205
includes taxes & fees
13 Oct - 14 Oct
Shelter Island House
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 dining area with tables and chairs, a clock on the wall, and a counter with food items.

7. 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.
€99
includes taxes & fees
1 Nov - 2 Nov
Quality Inn Old Saybrook - Westbrook
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
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.
A waterfront property with a large house, multiple boats docked, and lush greenery.

8. 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.
€223
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
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.
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

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.
€199
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
A rectangular swimming pool with a fenced area, surrounded by trees and a concrete deck with white metal loungers.
A motel with a large parking lot and multiple rooms.
A parking lot with a building in the background.
A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.

10. Clinton Motel

Clinton Motel
Clinton
  • Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
€80
includes taxes & fees
13 Oct - 14 Oct
Clinton Motel
View all properties

Choose what matters most at hotels with a pool in Orient

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Orient Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Beautiful place. Staff were very helpful and polite."
Deborah 1-night trip
Posted 3 hours ago
Water's Edge Resort & Spa
Mystic Marriott Hotel and Spa

Mystic Marriott Hotel and Spa

10/10 Excellent
"Recent renovation of the lobby much more inviting."
Kendall 2-night trip
Posted 12 hours ago
Mystic Marriott Hotel and Spa
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Exceptional service. Always a pleasure to visit!"
Amanda 1-night trip
Posted 12 hours ago
Gurney's Montauk Resort & Seawater Spa
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

8/10 Good
"Front desk staff helpful. First room had a bug coming out of the A/C unit, but the second room was fine. No refrigerator in room. First floor walls in hallways and some doors had paint scraped off by laundry carts. Hallway carpets were dingy. Very limited breakfast selection."
Peggy 2-night trip
Posted 1 day ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Perfect for weekend stay"
DAWN 1-night trip
Posted 7 days ago
Ocean Surf Resort

Frequently asked questions

What are some accommodation options with pools in Orient?
Spark by Hilton Mystic Groton: Hotel located near Olde Mistick Village. Features daily, a seasonal outdoor pool and free self parking. Regency Inn & Suites New London, Mystic: Offers a snack bar/deli, an indoor pool and buffet. Pier Blue Inn Old Saybrook - Essex: Hotel, 13-minute walk from Olde Mistick Village. Features free self parking, a seasonal outdoor pool and LED televisions. Best Western Mystic Hotel: Hotel located near Mohegan Sun Casino. Offers a snack bar/deli, an indoor pool and buffet. Hyatt Place Uncasville - Casino Area: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach.
What is there to see and do in Orient?
Surround yourself with nature at Orient Point County Park and Truman's Beach. Discover sights such as Orient Beach State Park, Oysterponds Historical Society and Little Bay during your stay.
When is the best time to book a hotel with a pool in Orient?
You may want to think about a place to stay with an outdoor swimming pool if you plan to visit Orient in the hottest months of August, July or September, when the average temp is 21°C. Accommodation offering 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 3°C.