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

Tonight
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Orient hotels with a pool

A swimming pool with a wooden deck, lounge chairs, and a fence.
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 balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

1. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
$184 nightly
$211 total
Nov 1 - Nov 2
Total with taxes and fees
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 beach bar with wooden chairs and a small table, overlooking 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.
$199 nightly
$228 total
Nov 2 - Nov 3
Total with taxes and fees
Sound View Greenport
Outdoor pool
Beach
Terrace/patio
Room

3. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
$266 nightly
$304 total
Nov 1 - Nov 2
Total with taxes and fees
Cliffside Resort Condominiums
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 balcony with a view of the ocean, a white railing, and two white chairs with blue cushions.

4. 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.
$193 nightly
$222 total
Nov 1 - Nov 2
Total with taxes and fees
Water's Edge Resort & Spa
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.
A hotel lobby with a reception desk, two sofas, a coffee table, and a carpeted floor.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.

5. 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.
$97 nightly
$111 total
Nov 1 - Nov 2
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
A poolside area with a hat and towel on a lounge chair.
A modern living room with a sofa, a dining table, and a kitchen area in the background.
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.

6. North Fork Resort

North Fork Resort
Greenport
$228 nightly
$260 total
Oct 13 - Oct 14
Total with taxes and fees
North Fork Resort
A poolside area with lounge chairs and yellow umbrellas.
A wooden shower enclosure with a tiled wall, a showerhead, and a toilet visible through the door.
A wooden desk with drawers, a chair, a lamp, and a framed picture on the wall.
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.

7. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
$269 nightly
$307 total
Nov 1 - Nov 2
Total with taxes and fees
Oyster Estate
Property amenity
Bar (on property)
Property amenity
Front of property - evening/night

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.
$201 nightly
$230 total
Oct 12 - Oct 13
Total with taxes and fees
Shelter Island House
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 waterfront property with a large house, multiple boats docked, and lush greenery.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

9. 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.
$219 nightly
$250 total
Nov 1 - Nov 2
Total with taxes and fees
Sag Harbor Inn
An indoor swimming pool with a tiled floor, a pool ladder, and lounge chairs along the wall.
A hotel room with a bed, a sofa, a table, and a lamp.
A bathroom with a white sink, a mirror, a toilet, and a hairdryer on the wall.
A hotel room with a bed, a desk, a chair, a sofa, and a window with curtains.

10. Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North
Niantic
  • Refreshing indoor pool retreat just steps from the beach makes a splash for aquatic adventures.
$101 nightly
$116 total
Oct 28 - Oct 29
Total with taxes and fees
Sleep Inn & Suites Niantic North
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

Hilton Mystic

Hilton Mystic

10/10 Excellent
"We loved this property!! It was new, clean and the theming was fabulous!! The rooms were very nice and clean. And the breakfast was great!! Would definitely stay here again!"
Jenniffier 1-night trip
Posted 11 hours ago
Hilton Mystic
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Great"
Linda 2-night trip
Posted 1 day 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
"Basic Hotel, clean comfortable only stayed 1 night and it was fine. Shuttle to Mohegan Sun runs every 30 mins. After a concert the last run from the venue leaves at 12MN. However there was more people than room & runs for the Van so plan accordingly."
Tracie 1-night trip
Posted 1 day ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Nice room close to beach"
Christina 2-night trip
Posted 2 days ago
Ocean Resort Inn
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 2 days ago
Montauk Yacht Club

Frequently asked questions

What are some accommodations 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 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.

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