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 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Orient hotels with a pool

A swimming pool with a wooden deck, lounge chairs, and a fence.
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
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 chair, and a balcony with a view of greenery.

1. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
$168 nightly
$192 total
Nov 22 - Nov 23
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.
$183 nightly
$209 total
Nov 23 - Nov 24
Total with taxes and fees
Sound View Greenport
Outdoor pool
Room
A balcony with a view of the sea, a dining table, and a blue house in the background.
Terrace/patio

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 12 - Nov 13
Total with taxes and fees
Cliffside Resort Condominiums
A poolside area with lounge chairs and yellow umbrellas.
A cozy interior with a bar area, seating, and a fireplace.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.
A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.

4. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
$219 nightly
$250 total
Nov 22 - Nov 23
Total with taxes and fees
Oyster Estate
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.
A dining area with tables and chairs, a clock on the wall, and a counter with food items.
A hallway with a blue reception desk, framed artwork on the walls, and a wooden door with a men's restroom sign.

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 15 - Nov 16
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
Property amenity
Property amenity
Front of property - evening/night
Bar (on property)

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.
$201 nightly
$230 total
Oct 25 - Oct 26
Total with taxes and fees
Shelter Island House
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A balcony with a view of the ocean, a white railing, and two white chairs with blue cushions.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.

7. 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.
$218 nightly
$250 total
Nov 12 - Nov 13
Total with taxes and fees
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 waterfront property with a large house, multiple boats docked, and lush greenery.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A hotel lobby with a sofa, chairs, tables, and a large window.

8. 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 clear blue water, wooden beams, and lounge chairs.
A marina at sunset with boats docked, a fire feature on the deck, and a chair.
An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.
A two-story Victorian-style house with a balcony, a porch, and a small tower.

9. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
Old Saybrook Center
  • Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.
$309 nightly
$356 total
Nov 3 - Nov 4
Total with taxes and fees
Saybrook Point Resort & Marina
A poolside area with a hat and towel on a lounge chair.
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 house with a deck, outdoor seating, and a fire pit.
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

10. North Fork Resort

North Fork Resort
Greenport
$300 nightly
$343 total
Nov 23 - Nov 24
Total with taxes and fees
North Fork Resort
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

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"Good location to visit the Casino. Only note is that the shuttle is only available Friday and Saturday."
Susane 1-night trip
Posted 3 hours ago
Hyatt Place Uncasville - Casino Area
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Always an amazing stay at Gurneys. The ocean views and the restorative spa alone make this place so special. The staff is friendly and the rooms are kept so clean. Highly recommended."
Peter 2-night trip
Posted 8 hours ago
Gurney's Montauk Resort & Seawater Spa
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Excellent hotel, clean and spacious rooms, friendly and attentive staff."
Svetlana 4-night trip
Posted 16 hours ago
Montauk Yacht Club
Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

8/10 Good
"It is located a very short distance from US 95. It is close to Mystic Aquarium and other attractions and museums. I would recommend it."
Sharon 2-night trip
Posted 1 day ago
Spark by Hilton Mystic Groton
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Great"
allison 3-night trip
Posted 2 days ago
Water's Edge Resort & Spa
Hyatt Place Mystic

Hyatt Place Mystic

10/10 Excellent
"W"
Kurt 2-night trip
Posted 2 days ago
Hyatt Place Mystic
Ocean Surf Resort

Ocean Surf Resort

8/10 Good
"Lovely view of the ocean. Bathroom was fine. Room was updated. Only had one nightstand and lamp."
harriet 2-night trip
Posted 2 days ago
Ocean Surf Resort
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

10/10 Excellent
"very clean and good continental breakfast"
Dina 1-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"We were 4 girls and the room was two bedrooms and another bed also so it accommodated all of us. 😊"
Grace 1-night trip
Posted 4 days ago
The Atlantic Hotel

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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