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 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

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 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.
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.
NT$5,715
NT$7,441 total
includes taxes & fees
Nov 2 - Nov 3
The Harbor Front Inn
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
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.
A spacious room with wicker furniture, large windows, and a view of the sea.

2. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
NT$6,121
NT$7,905 total
includes taxes & fees
Nov 1 - Nov 2
Sound View Greenport
A poolside area with lounge chairs and yellow umbrellas.
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.
A wooden cabinet with a newspaper, a coffee maker, and a mug on top. There is a small stool and a window with blinds.

3. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
NT$7,191
NT$9,061 total
includes taxes & fees
Nov 10 - Nov 11
Oyster Estate
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 waterfront property with a large house, multiple boats docked, and lush greenery.
A hotel lobby with a sofa, chairs, tables, and a large window.

4. 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.
NT$6,992
NT$7,988 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
Outdoor pool
Room
Beach
Terrace/patio

5. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
NT$5,396
NT$9,707 total
includes taxes & fees
Nov 1 - Nov 2
Cliffside Resort Condominiums
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 living room with a sofa, a dining table, and a kitchen area in the background.
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
NT$8,505
NT$9,717 total
includes taxes & fees
Oct 13 - Oct 14
North Fork Resort
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
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.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.

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.
NT$5,696
NT$7,101 total
includes taxes & fees
Nov 1 - Nov 2
Water's Edge Resort & Spa
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 hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.

8. 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.
NT$3,094
NT$3,558 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Old Saybrook - Westbrook
Property amenity
Property amenity
Terrace/patio
Front of property - evening/night

9. 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.
NT$6,425
NT$7,340 total
includes taxes & fees
Oct 13 - Oct 14
Shelter Island House
An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.
An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.
A marina with boats docked, a fire pit table, and outdoor seating.
A two-story Victorian-style house with a balcony, a porch, and a small tower.

10. 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.
NT$8,907
NT$11,361 total
includes taxes & fees
Nov 3 - Nov 4
Saybrook Point Resort & Marina
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
"Recent renovation of the lobby much more inviting."
Kendall 2-night trip
Posted 7 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 8 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
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 7 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 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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