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

Hotels with Swimming Pools in Orient

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Check availability on Orient Hotels with Swimming Pools

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
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 balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.
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 rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

1. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
S$270
includes taxes & fees
3 Nov - 4 Nov
The Harbor Front Inn
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 coastal building with large windows, a deck, and a view of the sea at sunset.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

2. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
S$281
includes taxes & fees
3 Nov - 4 Nov
Sound View Greenport
Outdoor pool
Terrace/patio
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.
S$389
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
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
S$351
includes taxes & fees
12 Oct - 13 Oct
North Fork Resort
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.

5. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
S$363
includes taxes & fees
8 Nov - 9 Nov
Oyster Estate
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
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.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.

6. 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.
S$285
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

7. 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.
S$320
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
Property amenity
Terrace/patio
Property amenity
Bar (on property)

8. 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.
S$294
includes taxes & fees
12 Oct - 13 Oct
Shelter Island House
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A hallway with a blue reception desk, framed artwork on the walls, and a wooden door with a men's restroom sign.
A living room with two sofas, a coffee table, a lamp, and a painting on the wall.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.

9. 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.
S$143
includes taxes & fees
1 Nov - 2 Nov
Quality Inn Old Saybrook - Westbrook
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

10. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
  • Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
S$209
includes taxes & fees
28 Oct - 29 Oct
The Bentley Hotel Southampton
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

Mystic Marriott Hotel and Spa

Mystic Marriott Hotel and Spa

10/10 Excellent
"Great restaurant and very nice property"
Laurel 1-night trip
Posted 9 hours ago
Mystic Marriott Hotel and 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 10 hours ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

8/10 Good
"This hotel met our needs for our one night stay. My only note is there were some over powering smells throughout the hotel - not necessarily bad, but like cleaning supplies as well as cologne. Otherwise a fine place to stay."
Emma 1-night trip
Posted 11 hours ago
Spark by Hilton Mystic Groton
Sound View Greenport

Sound View Greenport

8/10 Good
"There is no room to put anything in the bathroom. If u want lunch you have to leave the property. No food is available until 5. After a 3 and a half hour trip The last thing I wanted to do was get into the car again"
Angela 1-night trip
Posted 14 hours ago
Sound View Greenport
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Montauk Yacht Club was the perfect getaway for my boyfriend and I to celebrate our 3 year anniversary. Our room was spotless and had a great view of the water. We did mention to them ahead of time that it was our anniversary, thinking they might have some champagne or something waiting in the room for us, but they did not. Nonetheless, it was still a perfect stay. We played tennis and the courts were beautiful. The on-site restaurant was very yummy as well! I definitely recommend coming during the off season, as it is way less crowded in town and very relaxing."
Sarah 3-night trip
Posted 6 days ago
Montauk Yacht Club
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.

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